15540-90-6 | - Page 3 of 3 - Indole Building Blocks

Dutt, Rohit et al. published their research in Medicinal Chemistry Research in 2012 | CAS: 15540-90-6

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Formula: C10H9NO2

Improved superaugmented eccentric connectivity indices – Part II: Application in development of models for prediction of hiCE and hCE1 inhibitory activities of isatins was written by Dutt, Rohit;Singh, Monika;Madan, A. K.. And the article was included in Medicinal Chemistry Research in 2012.Formula: C10H9NO2 The following contents are mentioned in the article:

Topochem. versions of all the four superaugmented eccentric connectivity indexes (denoted by: ^SAcξ₄^c, ^SAcξ₅^c, ^SAcξ₆^c, and ^SAcξ₇^c) were utilized for the development of models for prediction of hiCE and hCE1 inhibitory activities. The values of these topochem. indexes were computed for each of the 65 analogs constituting the data set using an inhouse computer program. Resulting data was analyzed and suitable models were developed after identification of the active ranges by maximization of moving average with regard to active derivatives Subsequently, two biol. activities were assigned to each analog using proposed models, which were then compared with the reported hiCE and hCE1 inhibitory activities. Statistical significance of topol. indexes/models was investigated through sensitivity, specificity, and Matthews correlation coefficient (MCC). The overall accuracy of prediction varied from a min. of 81% for a model based upon ^SAcξ₄^c to a maximum of 92% in case of a model based upon ^SAcξ₅^c with regard to hiCE inhibitory activity and from a min. of 85% for a model based upon ^SAcξ₄^c to a maximum of 94% in case of a model based upon ^SAcξ₇^c with regard to hCE1 inhibitory activity. An excellent relationship between new generation superaugmented eccentric connectivity topochem. indexes (^SAcξ₄^c, ^SAcξ₅^c, ^SAcξ₆^c, and ^SAcξ₇^c) and hiCE and hCE1 inhibitory activities can be attributed to the sensitivity of the proposed topol. indexes toward nature, number, and relative position of heteroatom. High predictability amalgamated with high potency of the active ranges offer proposed models a vast potential for providing lead structures for development of potent and selective hiCE and hCE1 inhibitors. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Formula: C10H9NO2).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Gronowitz, Salo et al. published their research in Arkiv foer Kemi in 1967 | CAS: 15540-90-6

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Formula: C10H9NO2

Optically active bithienyls. VIII. Synthesis of 3,3′,6,6′-tetramethyldiphenic acid was written by Gronowitz, Salo;Hansen, Gunnar. And the article was included in Arkiv foer Kemi in 1967.Formula: C10H9NO2 The following contents are mentioned in the article:

cf. CA 62: 11757d. The title compound (I) was prepared for comparison of its racemization rate with that of its bithienyl analog (II) (G. and Beselin, CA 59: 15241g). The procedure for condensation of 2,5-Me2C6H3NH2 with CCl3CHO.H2O and NH2OH.HCl (Baker, et al., CA 46: 10176h) was modified and yielded 78% 2,5-Me2C6H3NHCOCH:NOH (III), m. 153-6°. III cyclized with 86% H2SO4 yielded 76% 4,7-dimethylisatin decomposing at 270° which on oxidation with alk. H2O2 yielded 68% 3,6-dimethylanthranilic acid (IV), m. 119-20°. The diazonium salt of IV (Atkinson and Lawler: Organic Syntheses. Collective Volume 1 Wiley: New York 1941. p. 222) yielded 56% I, m. 290-306°. Three other routes to I failed but produced new compounds 2,3-Dibromo-5-nitro-p-xylene (from nitration of 2-bromo-p-xylene with fuming HNO3 and bromination at 0° of the 5-nitro derivative in concentrated H2SO4 in the presence of Ag2SO4) was reduced in 90% EtOH with Fe powder and HCl yielding 94% 5-amino-2,3-dibromo-p-xylene (V), m. 87-9° (EtOH-H2O). V diazotized at 0°, reduced with 50% H3PO2 (added dropwise at -2°), left 18 hrs. in a refrigerator, and the oil which separated taken up in C6H6 and fractionated, yielded 85% 2,3-dibromo-p-xylene (VI), b16 139-44°, m. 16-17°. Since VI with BuLi and CO2 failed to give the corresponding carboxylic acid, apparently a stable Li compound could not be formed for a synthesis of I parallel to that of II. 2-Acetamido-p-xylene nitrated, refluxed with concentrated HCl, and steam distilled yielded 10% 2-amino-3-nitro-p-xylene (VII), m. 29-32°, from the distillate and 52% 5-nitro isomer (VIII), m. 142-3°, from the residue. The structures of VII and VIII are evident from their N.M.R. spectra. VIII brominated in AcOH at 40° yielded 75% 2-amino-3-bromo-5-nitro-p-xylene (Blanksma CA 7: 1492) which was diazotized by Schoutissen’s method (CA 28: 1215), treated with KI in H2O, warmed to 45°, NaHSO3 added, and the product recrystallized from EtOH-H2O yielding 85% 3-bromo-2-iodo-5-nitro-p-xylene (IX), m. 107-8°. A biphenyl derivative could not be obtained from IX by Ullman coupling. 3,6-Dimethylphthalic anhydride (from the Diels-Alder adduct between 2,5-dimethylfuran and maleic anhydride) heated 2-3 hrs. over a free flame with concentrated NH4OH yielded 97% 3,6-dimethylphathalimide (X), m. 227-8° (MeOH-H2O). X should give IV with NaOH solution and hypobromite, but only the anhydride resulted. N.M.R. values are recorded for all compounds This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Formula: C10H9NO2).

Buu-Hoi et al. published their research in Bulletin de la Societe Chimique de France in 1946 | CAS: 15540-90-6

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Synthetic Route of C10H9NO2

New isatins was written by Buu-Hoi;Guettier, Haniel. And the article was included in Bulletin de la Societe Chimique de France in 1946.Synthetic Route of C10H9NO2 The following contents are mentioned in the article:

New halogenated or nitrated compounds are prepared from homologs of isatin. The starting materials were prepared by the Sandmeyer reaction (of. C.A. 13, 1840). Thus, 9-tert-butylindophenazine, m. 230°, results from heating o-C₆H₄(NH₂)₂ with the product of the Sandmeyer reaction (apparently 5-tert-butylisatin) in AcOH and crystallizing from alc. 5-Methylisatin (I) suspended in H₂O containing a few grains of iodine and treated with a slow current of Cl several hours at a tepid temperature gives 5-methyl-7-chloroisatin, m. 180° (from alc.). I (10 g.) in 100 cc. cold H₂SO₄, treated with 6 g. KNO₃ and poured into ice, gives about 1 g. 5-methyl-7-nitroisatin, m. 202-3° after reprecipitation from aqueous NaNO₃ by HCl and recrystallization from boiling alc. Likewise, 2 g. 6-methylisatin in suspension, treated with 1 cc. Br 2 hrs., yields 5-bromo-6-methylisatin, m. about 200° (softens above 190°) after recrystallization from AcOH. 7-Methylisatin with Br gives 5-bromo-7-methylisatin, m. about 287°. Treating 5 g. 4,7-dimethylisatin (II) suspended in 500 cc. H₂O with a slow stream of Cl gives about 3 g. 4,7-dimethyl-5-chloroisatin, m. 270-1° (from AcOH). Similarly, 10 g. II treated with Br 24 hrs. gives about 7 g. 4,7-dimethyl-5-bromoisatin, m. 298°. II with KNO₃ in H₂SO₄ gives 4, 7-dimethyl-5-nitroisatin, m. 255°. A series of indophenazines was prepared by heating together in AcOH the isatin and o-C₆H₄(NH₂)₂ and recrystallizing from glacial AcOH or PhNO₂. Empirical formulas and m.p. are: C₁₅H₁₀N₃Br, m. 261°; C₁₅H₁₀N₃Cl, m. 285°; C₁₅H₁₀O₂N₄, m. 319°; C₁₆H₁₃N₃, m. 315° (sublimes above 290°); C₁₅H₁₁N₃, m. 313° (sublimes above 260°); C₁₅H₁₀N₃Br, m. 310-15°; C₁₅H₁₁N₃, m. 313°; C₁₅H₁₀N₃Br, m. 312°; C₁₆H₁₃N₃, m. 309°; C₁₅H₁₂N₃Cl, m. 319°; C₁₀H₁₂N₃Br, m. 321°; C₁₆H₁₂O₂N₄, m. above 340°. A series of isatin 3-hydrazones are prepared by treating the isatin with excess N₂H₄.H₂O in dilute alc. Empirical formulas are: C₉H₈ON₃Br, m. 246° (decomposition); C₉H₈ON₃Br, m. 256° (decomposition); C₉H₈ON₃Br, decompose 220°; C₉H₃ON₃Cl, decompose 198°. A series of isatin 3-phenylhydrazones results from adding PhNHNH₂. dropwise to a saturated alc. solution of the isatin, boiling, cooling, and crystallizing from alc. Empirical formulas: C₁₅H₁₂ON₃Br, decompose 287°; C₁₅H₁₂ON₃Br, decompose 269-70°; C₁₅H₁₂ON₃Br, 280°; C₁₅H₁₂ON₃Cl, decompose 259-60°. N-Mercuric derivatives, prepared from all the above isatins by treating them in alc. with aqueous Hg(OAc)₂ and crystallized from HOAc, m. above 350°. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Synthetic Route of C10H9NO2).

Mix, Hermann et al. published their research in Chemische Berichte in 1956 | CAS: 15540-90-6

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Application of 15540-90-6

Organic catalysts. XL. Synthetic dehydrogenases. 8 was written by Mix, Hermann;Krause, Hans Walter. And the article was included in Chemische Berichte in 1956.Application of 15540-90-6 The following contents are mentioned in the article:

Some isatins, CMe:CH.CH:CR.C:C.NH.CO.CO (I), and N-(7-methylisatin-4-carbonyl)amino acid Et esters (II), substituted in the 4-position, are prepared and tested for their dehydrogenase activity. Treating p-MeC₆H₄CO₂H with fuming HNO₃ yields 4,3-Me(O₂N)C₆H₃CO₂H, m. 188-9°, which, reduced with Raney Ni in dioxane at 120° and 100 atm., gives 90% 4,3-Me(H₂N)C₆H₃CO₂H (III), m. 162°. Heating 5 g. III in 150 cc. H₂O containing 2 cc. concentrated H₂SO₄ with 5.5 g. CCl₃CHO.H₂O (IV) and 6.5 g. (HONH₂)₂.H₂SO₄ (V) yields 3-isonitrosoacetamido-4-methylbenzoic acid which (10 g.), heated in 22 cc. concentrated H₂SO₄ at 85-90° and kept 0.5 hr. at 95-100°, gives 72% I (R = CO₂H) (VI), yellow-red needles, m. 278-80°; Et ester, prepared by heating 5 g. VI in 150 cc. EtOH-HCl 0.5 hr. on a water bath and chromatographing over Al₂O₃, orange rods, m. 205°. Heating 5 g. 4,3-Me(H₂N)C₆H₃CN, m. 81°, 6.3 g. IV, and 7.5 g. V in 430 cc. H₂O and 3 cc. concentrated H₂SO₄ gives 2-2.5 g. isonitroso compound which, heated with concentrated H₂SO₄, yields I (R = CONH₂), brick-red crystals, decompose above 270°. Adding 0.94 cc. ClCO₂Et dropwise to a solution of 2 g. VI and 2.28 g. Bu₃N in 20 cc. CHCl₃ at -5°, stirring the mixture 0.5 hr. at -5°, then adding 900 mg. PhNH₂, and stirring the mixture 12 hrs. give I (R = CONHPh), small red rods, m. 308°; I (R = CONEt₂), light red leaflets, m. 192°. The following II are prepared (amino acid given): alanine, light red rods, m. 254°; norvaline, light red leaflets, m. 220°; α-aminobutyric acid, red leaflets, m. 218-19°; glutamic di-Et ester, red needles, m. 171-2°; glutamic mono-Et ester, long red needles, m. 186-7°; phenylalanine, red needles, m. 225-6°; tryptophan Me ester, purple crystals, m. 254°. Treating 1.2 g. 2,4-Me₂C₆H₃NH₂ in 30 cc. H₂O and 1.16 g. concentrated H₂SO₄ with 1.7 g. IV and 1.9 g. V yields isonitrosoacetamido-p-xylene which, added to 10 cc. concentrated H₂SO₄ at 65-7° and the mixture heated 20 min. at 65-70°, gives 4,7-dimethylisatin, yellow-red precipitate, m. 261°. Reduction of 4,3-Me(O₂N)C₆H₃NHAc with Raney Ni at 120° and 100 atm. gives 100% 3,4-Me(H₂N)C₆H₃NHAc, m. 159°, which (6 g.), stirred 4-5 hrs. at 36-40° with 6 g. IV and 7.2 g. V, yields 3-isonitrosoacetamido-4-methylacetanilide. Heating the latter 45 min. in 10 cc. concentrated H₂SO₄ at 95-100° gives 4-amino-7-methylisatin, light red needles, charring above 310°. The dehydrogenase activity of these compounds has been tested by measuring the time required to decolorize a solution of 2 × 10^-5 moles methylene blue and 2.25 × 10^-4 moles DL-alanine in 71% HCONMe₂ at 40°. The results, given in a table, show that V is the most active catalyst. The introduction of the Me group at the 7-position has no effect on the dehydrogenation velocity. For the calculation of the partial velocities of the catalysis the P_S curves of some of the compounds are given. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Application of 15540-90-6).

Giovannini, E. et al. published their research in Helvetica Chimica Acta in 1957 | CAS: 15540-90-6

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Name: 4,7-Dimethylindoline-2,3-dione

Reactivity of the carbonyl group and of dehydrogenation activity of isatin compounds. II was written by Giovannini, E.;Portmann, P.;Johl, A.;Schnyder, K.;Knecht, B.;Zen-Ruffinen, H. P.. And the article was included in Helvetica Chimica Acta in 1957.Name: 4,7-Dimethylindoline-2,3-dione The following contents are mentioned in the article:

The dehydrogenation activity of many mono- and disubstituted derivatives of isatin (I) expressed as time of decolorization of a methylene blue (II) solution according to Langenbeck (C.A. 21, 2126) have been measured and tabulated as relative activities to that of I (100), using 10^-4 or 2 × 10^-5 mole compound in 5 cc. pyridine and 2 cc. standard aqueous solution [2 g. DL-MeCH(NH₂)CO₂H (III), 0.3737 g. II, and 10 cc. AcOH made up to 100 cc.] (isatin substituent, m.p., decoloration time (min.) with 10^-4 and 2 × 10^-5 mole, relative dehydrogenation activity given): H, 200°, 10, 50, 100; 4-Me, 190-2°, > 1320, -, < 0.75; 5-Me, 186-7°, 11, 50, 95; 6-Me, 190-1°, 19, 72, 61; 7-Me, 266°, -, 31, 161; 4-Cl, 259-60°, 113, -, 8.8; 5-Cl, 251-3°, 7, 42, 131; 6-Cl, 263°, 8, -, -; 7-Cl, 188-90°, 6, 33, 159; 4-NO₂, 245°, > 900, -, < 1.1; 5-NO₂, 253°, 12, 68, 88; 6-NO₂, 288-90°, 7, 48, 123; 7-NO₂, 237°, -, 42, 119; 4-NH₂, 254-5°, > 900, -, < 1.1; 5-NH₂, above 330°, 12, 65, 80; 7-NH₂, above 330°, -, 52, 96; 4-HO, 260° (decomposition), 73, -, 13.7; 5-HO, above 290° (decomposition), 9, -, 111; 6-HO, above 325° (decomposition), 127, -, 7.8; 5-MeO, 201-2°, 9, 43, 114; 6-MeO, 229-30°, 69, -, 14.4; 7-MeO, 240-2°, 7, 33, 147; 4-CO₂H, 285°, -, 1.5, 3300; 5-CO₂H, 295°, 7, 32, 150; 6-CO₂H, 328-30°, -, 28, 178; 7-CO₂H, 277°, -, 32, 156; 4-SO₃H, 183° (decomposition), 4, -, 250; 5-SO₃H, 145-7°, 19, -, 52; 6-SO₃H, above 290° (decomposition), 15, -, 67; 7-SO₃H, m. above 350° (decomposition), 19, -, 52. Substituents in the 4-position have a great influence, in one sense or another, on the dehydrogenation activity of I and probably on the activity of the 3-CO group. The effect of the 4-CO₂H group is not due to its acid character as shown by the relative dehydrogenation activities of the 4-HO and 4-SO₃H substituted compounds The effect of double substitution was examined: 4,6-Me₂, 241-3°, > 900, -, < 1.1; 4,7-Me₂, -, > 900, -, < 1.1; 5,6-Me₂, 212-13°, 20, -, 50; 4,7-Me(CO₂H), 258-60°, > 900, -, < 1.1; 7,4-Me(CO₂H), 295°, -, 1.5, 3300; 4,7-(CO₂H)₂, 303-5°, -, 3.5, 1430; 4,7-Cl₂, 246°, 89, -, 11.2; 5,6-(HO)₂, 290° (decomposition), 230, -, 4.3; 5,6-Cl(HO), 284-6°, 236, -, 4.2; 5.6-(MeO)₂, 252°, 75, -, 13.3; 5,6-CH₂O₂, 284°, 60, -, 16.6. The inactivation caused by the 4-Me group persists. The effect of 2 activating groups is not additive but groups with contrary effects may give an intermediate value. Since the inactivation caused by some 4-substituents might be attributable to steric effects, the dehydrogenation activities with H₂NCH₂CO₂H (IV) have been compared with those with III [isatin substituent, times (min.) of decolorization with III and IV, ratios of activity (III/IV) given]: H, 10, 4, 2.5; 4-Me, > 1310, 108, > 13; 5-Me, 11, 4, 2.7; 6-Me, 18, 7, 2.5; 4,6-Me₂, > 900, 205, > 4.4; 4,7-Me₂, > 900, 131, > 6.9; 4-Cl, 113, 12, 9.4; 4-NO₂, > 900, 280, > 3.2; 4-CO₂H, 1.5, 0.75, 2. The activity of 4-methylisatin is less than that of the other isomers against IV and no explanation is offered for the activity of 4-carboxyisatin. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Name: 4,7-Dimethylindoline-2,3-dione).

Sandmeyer, T. et al. published their research in Helvetica Chimica Acta in 1919 | CAS: 15540-90-6

Isonitrosoacetanilides and their condensation to form isatin derivatives was written by Sandmeyer, T.. And the article was included in Helvetica Chimica Acta in 1919.Product Details of 15540-90-6 The following contents are mentioned in the article:

Hydroxylaminesulfonic acid solution (A) was prepared by adding rapidly with stirring 627 g. NaHSO₃ to 84 g. NaNO₂ in 500 cc. H₂O containing 300 g. ice. After 1.5 hrs. a cold solution of 66 g. concentrated H₂SO₄ in 66 g. H₂O is added during the course of 2 hrs. until the solution is acid to congo paper; after 2 days the reaction is completed. Isonitrosoacetanilide (B) is prepared by boiling 3-4 hrs. under reflux 450 g. of A, adding 10 g. PhNH₂, 350 g. H₂O, 16.5 g. CCl₃CHO.H₂O and continuing the boiling for 1 hr. longer. On cooling rapidly the light yellow crystals of B sep., are filtered and washed with H₂O; they m. 175° (decomposition), are readily soluble in Et₂O or EtOH, slightly in cold H₂O or PhH; acids precipitate it unchanged from alk. solutions Isonitrosoacet-p-chloroanilide (C) is prepared by boiling under reflux for several hrs. 450 g. of A, mixing a 100-50 g. portion into a paste with 12.75 g. p-ClC₆H₄NH₂, adding the paste to the remainder of A, diluting with 300 g. H₂O and then boiling for 0.75 hr. with 16.5 g. CCl₃CHO.H₂O. The crystals of C which sep. on cooling are dissolved in dilute NaOH, dilute HCl is added nearly to neutralization and the solution filtered. C is obtained on the addition of acid as a white, crystalline precipitate which is filtered and washed with H₂O; it m. 165°, is slightly soluble in H₂O, fairly in Et₂O and readily in EtOH; yield, 14.3 g. The following derivatives were obtained in the same way from the corresponding aromatic amines and the m. p. refers to the uncrystd. reaction product: o-toluide, 121°; m-toluide, 146°; p-toluide, 162°; m-xylide, 161°; p-xylide, 151°; o-aniside, 140°; p-phenetide, 195°; methylanilide, 145°; ethylanilide, 160°; benzylanilide, 142°; o-chloroanilide, 150°; m-chloroanilide, 154°; 2,5-dichloroanilide, 163°; 3,4-dichloroanilide, 158°; 3,5-dichloroanilide, 185°; 5-chloro-2-toluide (Me = 1), 167°; 4-chloro-2-toluide, 148°; 6-chloro-3-toluide, 187°; 4-chloro-3-toluide, 134°; 2-chloro-4-toluide, 177°; 3-chloro-4-toluide, 188°; 4-chloro-2-aniside (MeO = 1), 182°; p-bromoanilide, 167°; 2,4-dibromoanilide, 215°; anthranilic acid, 208°. Isatin (D) was prepared by adding gradually with stirring 10 g. B to 50 g. of concentrated H₂SO₄ at 60° and keeping the temperature at all times below 65°; after B has been added and is in solution, the temperature, is raised to 75° for 10-5 min.; the solution is cooled and immediately diluted with 160 g. cold H₂O; the yellow-red crystals of D which sep. are filtered and washed with H₂O; these crystals show all the characteristic tests for D and m. 197°. In the same way by modifying the temperature the following isonitrosoacetanilides were converted into isatin derivatives; at 55-60° during addition and at 65-70° at completion, methyl and ethylanilides; at 60-5° and subsequently at 70-5°, o- and p- toluides and o- and p-xylides; at 80-5° and subsequently at 95°, o- and m-chloroanilides, 4-chloro-2-toluide, 4-chloro-3-toluide, 2-chloro-4-toluide, 4-chloro-2-aniside; at 90-5° subsequently 105°, 3-chloro-4-toluide, 5-chloro-2-toluide, 6-chloro-3-toluide, p-chloro-anilide, 2,5-and 3,5-dichloroanilides; at 95-100°, subsequently 110°, 3,4-dichloro-anilide, p-bromoanilide, anthranilic acid. The isatin derivatives from o-aniside, p-phenitide and 2,4-dibromoanilide could not be prepared by this reaction; a mixture of two isomers is obtained when both free o-positions are not the same, e. g., m-toluide or 3,4-dichloroanilide. The following were prepared by this reaction and the m. p. refers to the uncrystd. material; mixture of 4- and 6-methylisatins, orange-yellow, 143°; 4,7-dimethylisatin, orange-yellow, 250°; 7-chloroisatin, red-brown, 175°; mixture of 4- and 6-chloroisatins, orange-yellow, 212°; mixture of 4-chloro-7-methylisatin, orange-yellow, 4,5- and. 5,6-dichloroisatins, yellow-red 200°; 4,6-dichloroisatin, citron-yellow, 250°; 273°; 5-chloro-7-methylisatin, yellow-brown, 265°; mixture of 4-chloro-5-methyl- and 5-methyl-6-chloroisatins, red, 205°; 4-methyl-7-chloroisatin, orange-yellow, 252°; 4-chloro-7-methoxyisatin, red, 240°; isatin-7-carboxylic acid, brown-yellow, 235°. Many of the yields were quant. Application for patents has been made. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Product Details of 15540-90-6).