5-amino-1H-imidazole-4-carbonitrile → HCID 86598681, compound

HRID 2108481Notes

Reaction equation

HRID 2108481 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([C:9](=O)[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13])[CH:6]=[CH:7][CH:8]=1.[NH2:20][C:21]1[N:22]=[CH:23][NH:24][C:25]=1[C:26]#[N:27]>>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:22]3[CH:23]=[N:24][C:25]([C:26]#[N:27])=[C:21]3[N:20]=2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 162279574,4,4-Trifluoro-1-[3-(trifluoromethyl)phenyl]butane-1,3-dione

Product 1

HCID 86598681HCID 86598681, compoundYield 35.1%

Procedure

Reaction of 1-(3-trifluoromethyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione (284 mg, 1.0 mmol), prepared from commercially available 3-trifluoromethyl-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 (125 mg, 35%). MS (ISP) 357.0 [(M+H)+]; mp 202° C.

Sources & evidence

ORD record
ord-38263dee81c9406ca0d6a9af3ca51e82
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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