5-amino-1H-imidazole-4-carbonitrile → HCID 67213274, compound

HRID 2108479Notes

Reaction equation

HRID 2108479 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH2:9][C:10](=O)[C:11]([F:14])([F:13])[F:12])[CH:5]=[CH:6][CH:7]=1.[NH2:17][C:18]1[N:19]=[CH:20][NH:21][C:22]=1[C:23]#[N:24]>>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:11]([F:14])([F:13])[F:12])[N:19]3[CH:20]=[N:21][C:22]([C:23]#[N:24])=[C:18]3[N:17]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 186240994,4,4-Trifluoro-1-(m-tolyl)butane-1,3-dione

Product 1

HCID 67213274HCID 67213274, compoundYield 53.3%

Procedure

Reaction of 1-(3-methyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione (230 mg, 1.0 mmol), prepared from commercially available 3-methyl-acetophenone according to general procedure A, and 4-amino-5-cyano-1H-imidazole (108 mg, 1.0 mmol) according to general procedure B yielded the title compound as a yellow solid (161 mg, 53%). MS (ISP) 302.9 [(M+H)+]; mp 202° C.

Sources & evidence

ORD record
ord-28cf1f37a0864be3b828183033e9b06c
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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