5-amino-1H-imidazole-4-carbonitrile → HCID 67213357, compound

HRID 2108477Notes

Reaction equation

HRID 2108477 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](=O)[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13].[NH2:18][C:19]1[N:20]=[CH:21][NH:22][C:23]=1[C:24]#[N:25]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:20]2[CH:21]=[N:22][C:23]([C:24]#[N:25])=[C:19]2[N:18]=1

Participants

3

Reactant 2

HCID 787775-amino-1H-imidazole-4-carbonitrileHCID 186241061-(2,4-Dichlorophenyl)-4,4,4-trifluorobutane-1,3-dione

Product 1

HCID 67213357HCID 67213357, compoundYield 12%

Procedure

Reaction of 1-(2,4-dichloro-phenyl)-4,4,4-trifluoro-butane-1,3-dione (285 mg, 1.0 mmol), prepared from commercially available 2,4-dichloro-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 (43 mg, 12%). MS (ISP) 357.0 [(M+H)+]; mp 139° C.

Sources & evidence

ORD record
ord-de54db78d36d4660b0f0e3b5c31cb4a2
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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