5-amino-1H-imidazole-4-carbonitrile → HCID 11164124, compound

HRID 2108480Notes

Reaction equation

HRID 2108480 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13])=[CH:5][CH:4]=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:8]=[CH:7][C:6]([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:5][CH:4]=1

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 108590204,4,4-Trifluoro-1-(4-trifluoromethylphenyl)-1,3-butanedione

Product 1

HCID 11164124HCID 11164124, compoundYield 42.4%

Procedure

Reaction of 1-(4-trifluoromethyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione (284 mg, 1.0 mmol), prepared from commercially available 4-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 (151 mg, 42%). MS (ISP) 357.0 [(M+H)+]; mp 236° C.

Sources & evidence

ORD record
ord-ed5d46104fcc43318d5bf1e658b081f6
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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