2-Hydroxy benzimidazole → 4-Aminoindolin-2-one

HRID 1097431Notes

Reaction equation

HRID 1097431 reaction equation
N1C2C(=CC=CC=2)NC1=O.[N+:11]([C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH2:16][C:17](=[O:23])[NH:18]2)([O-])=O>>[NH2:11][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH2:16][C:17](=[O:23])[NH:18]2

Participants

3

Reactant 2

HCID 119852-Hydroxy benzimidazoleHCID 216778744-Nitro-1,3-dihydro-2H-indol-2-one

Product 1

HCID 122374724-Aminoindolin-2-one

Procedure

Essentially following the procedures described in Intermediate 4, but using 4-nitro-1,3-dihydro-2H-indol-2-one from Step A in place of 5-nitro-1′-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one, the title compound was obtained. MS: m/z=149 (M+1).

Sources & evidence

ORD record
ord-8cdbb26de1ff4fd4be49731b2ad93d6e
Source dataset
uspto-grants-2012_03
Patent number
US08143266B2

Reaction notes

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