Indole-5-carbonitrile → N'-hydroxy-1H-indole-5-carboximidamide

HRID 400732Notes

Reaction equation

HRID 400732 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:13]=[CH:12][C:8]2[NH:9][CH:10]=N[C:7]=2[CH:6]=1)[NH2:4].[C:14](C1C=C2C(=CC=1)NC=C2)#N>>[OH:1][N:2]=[C:3]([C:5]1[CH:6]=[C:7]2[C:8](=[CH:12][CH:13]=1)[NH:9][CH:10]=[CH:14]2)[NH2:4]

Participants

3

Reactant 2

HCID 27513Indole-5-carbonitrileHCID 178513241N'-hydroxy-3H-benzimidazole-5-carboximidamide

Product 1

HCID 4387213N'-hydroxy-1H-indole-5-carboximidamide

Procedure

The title compound was prepared following procedure described for Intermediate 1, step 2, but starting from 5-cyanoindole (2 g; 14.07 mmol) as a brown solid (2.4 g, 97%). HPLC (Method A), Rt 0.95 min (Purity: 88.8%). LC/MS (Method B): 176.1 (M+H)+.

Sources & evidence

ORD record
ord-d087c9965bff4f6890bac22d85eafc97
Source dataset
uspto-grants-2014_06
Patent number
US08741923B2

Reaction notes

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