1-(3-Chlorophenyl)ethanone → HCID 11313301, compound

HRID 2108473Notes

Reaction equation

HRID 2108473 reaction equation
[Cl: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.CC(C1C=CC=C(Cl)C=1)=O.[NH2:27][C:28]1[N:29]=[CH:30][NH:31][C:32]=1[C:33]#[N:34]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:11]([F:14])([F:13])[F:12])[N:29]3[CH:30]=[N:31][C:32]([C:33]#[N:34])=[C:28]3[N:27]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 149331-(3-Chlorophenyl)ethanoneHCID 787775-amino-1H-imidazole-4-carbonitrileHCID 153380121-(3-Chlorophenyl)-4,4,4-trifluorobutane-1,3-dione

Product 1

HCID 11313301HCID 11313301, compoundYield 41.2%

Procedure

Reaction of 1-(3-chloro-phenyl)-4,4,4-trifluoro-butane-1,3-dione (251 mg, 1.0 mmol), prepared from commercially available 3-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 (133 mg, 41%). MS (ISP) 323.1 [(M+H)+]; mp 221° C.

Sources & evidence

ORD record
ord-a2bdbb5110244bd4abf3847b32f5b375
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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