17990-71-5

Basic information

• Product Name: 3-(2-AMINO-BENZYLIDENE)-1,3-DIHYDRO-INDOL-2-ONE
• Synonyms: 3-[(Z)-(2-AMINOPHENYL)METHYLIDENE]-1H-INDOL-2-ONE;3-(2-AMINO-BENZYLIDENE)-1,3-DIHYDRO-INDOL-2-ONE;(3Z)-3-[(2-aminophenyl)methylidene]-1H-indol-2-one
• CAS NO: 17990-71-5
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.27
• Mol File: 17990-71-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 499.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.304±0.06 g/cm3(Predicted)
• PKA: 12.76±0.20(Predicted)
• CAS DataBase Reference: 3-(2-AMINO-BENZYLIDENE)-1,3-DIHYDRO-INDOL-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-AMINO-BENZYLIDENE)-1,3-DIHYDRO-INDOL-2-ONE(17990-71-5)
• EPA Substance Registry System: 3-(2-AMINO-BENZYLIDENE)-1,3-DIHYDRO-INDOL-2-ONE(17990-71-5)

Safety Data

• Hazardous Substances Data: 17990-71-5(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 59-48-3 2-oxoindole 
• 71-41-0 pentan-1-ol 
• 55857-35-7 (E)-N-(2-aminobenzylidene)-4-methylaniline 
• 100966-00-5 2,3-bis-(2-nitro-phenyl)-acrylic acid 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 7732-18-5 water 
• 13220-58-1 2-nitrobenzyl-oxireno[α,3]oxindole 
• 91-56-5 indole-2,3-dione 
• 612-23-7 2-nitrobenzyl chloride 
• 552-89-6 2-nitro-benzaldehyde 

Relevant articles and documents

Studies of the reactions between indole-2,3-diones (isatins) and 2-aminobenzylamine

Reflux of equimolecular amounts 2-aminobenzylamine and isatins in acetic acid produced indolo[3,2-c]quinolin-6-ones in good yields. A proposed mechanism involving initial formation of a spiro compound is given. This isolable intermediate subsequently rearranges via a sequential isocyanate ring opening and a cyclisation process to a urea derivative which finally cyclized to the indolo[3,2-c]quinolin-6-ones. The urea derivative could be prepared separately and cyclized selectively to indolo[3,2-c]quinolin-6-one. Reaction of N-acetylisatin with 2-aminobenzylamine at room temperature yielded the 1,4-benzodiazepinone 3-(2-acetamidophenyl)-1,5-dihydro-1,4-benzodiazepin-2-one whereas its isomer 2(2-acetamidophenyl)-4,5-dihydro-1,4-benzodiazepin-3-one was obtained from 2-(2-acetylaminophenyl)-N-(2-aminobenzyl)-2-oxoacetamide in acetic acid at room temperature. The previously unknown linear isomer of indolo[3,2-c]quinolin-6-one, i.e. indolo[2,3-b]quinolin-11-one, has been prepared by thermal (260°C) cyclization of methyl 2-phenylamino indole-3-carboxylate, which in turn was prepared in two steps from methyl indole-3-carboxylate.