5-amino-1H-imidazole-4-carbonitrile → HCID 67213083, compound

HRID 2108472Notes

Reaction equation

HRID 2108472 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10](=O)[C:11]([F:14])([F:13])[F:12])=[CH:4][CH:3]=1.[NH2:17][C:18]1[N:19]=[CH:20][NH:21][C:22]=1[C:23]#[N:24]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([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:4][CH:3]=1

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 27738321-(4-Chlorophenyl)-4,4,4-trifluorobutane-1,3-dione

Product 1

HCID 67213083HCID 67213083, compoundYield 38.4%

Procedure

Reaction of 1-(4-chloro-phenyl)-4,4,4-trifluoro-butane-1,3-dione (251 mg, 1.0 mmol), prepared from commercially available 4-chloro-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 (124 mg, 38%). MS (ISP) 323.1 [(M+H)+]; mp 205° C.

Sources & evidence

ORD record
ord-563ee960a0244f19b42efd747b1d4b0a
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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