Water → HCID 19438759, compound

HRID 1733877Notes

Reaction equation

HRID 1733877 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[C:4](Cl)[CH:3]=1.[CH3:16][C:17]1[NH:18][CH:19]=[CH:20][N:21]=1.O>CN(C)C=O>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[C:4]([N:18]2[CH:19]=[CH:20][N:21]=[C:17]2[CH3:16])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 127492-MethylimidazoleHCID 27738135-Chloro-2-nitro-4-(trifluoromethyl)aniline

Product 1

HCID 19438759HCID 19438759, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 20.0 g (~83 mmol) 4-amino-2-chloro-5-nitrobenzotrifluoride in 50 ml dry N,N-dimethylformamide was added 30 g (~370 mmol) 2-methylimidazole, and stirring was continued at 180° C. for 30 h. The reaction mixture was poured into 400 ml water to give the title compound (14.7 g; 62%). M.p. 222°-225° C.

Sources & evidence

ORD record
ord-e1f11fc8ab4d4bdeaafbc16ddcd36213
Source dataset
uspto-grants-1996_07
Patent number
US05532236

Reaction notes

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