2-Methyl-1,3-dinitro-5-(trifluoromethyl)benzene → 6-(trifluoromethyl)-1H-indol-4-amine

HRID 888908Notes

Reaction equation

HRID 888908 reaction equation
[CH3:1]N(C)S(C1C=C2C(C=CN2)=C(Br)C=1)(=O)=O.[CH3:17][C:18]1[C:23]([N+:24]([O-])=O)=[CH:22][C:21]([C:27]([F:30])([F:29])[F:28])=[CH:20][C:19]=1[N+:31]([O-])=O>>[F:28][C:27]([F:30])([F:29])[C:21]1[CH:22]=[C:23]2[C:18]([CH:17]=[CH:1][NH:24]2)=[C:19]([NH2:31])[CH:20]=1

Participants

3

Reactant 2

HCID 235683702-Methyl-1,3-dinitro-5-(trifluoromethyl)benzeneHCID 591513424-bromo-1H-indole-6-sulfonic acid dimethylamide

Product 1

HCID 593338486-(trifluoromethyl)-1H-indol-4-amine

Procedure

Prepared according to the method used in the preparation of 4-bromo-1H-indole-6-sulfonic acid dimethylamide using 2-methyl-1,3-dinitro-5-trifluoromethyl-benzene in place of 3-bromo-4,N,N-trimethyl-5-nitro-benzenesulfonamide. The title compound was obtained as a white solid (10.7 g, 99%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-936ef5b096e34651ab097dcdfc16f8be
Source dataset
uspto-grants-2012_08
Patent number
US08252792B2

Reaction notes

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