4-(Trifluoromethyl)benzoyl chloride → HCID 59369680, compound

HRID 45342Notes

Reaction equation

HRID 45342 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[CH2:14]([NH:21][C:22]([C:24]1[S:28][C:27]([NH2:29])=[N:26][C:25]=1[CH3:30])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:14]([NH:21][C:22]([C:24]1[S:28][C:27]([NH:29][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][C:3]([C:2]([F:13])([F:12])[F:1])=[CH:4][CH:5]=2)=[N:26][C:25]=1[CH3:30])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid

Product 1

HCID 59369680HCID 59369680, compoundYield 45%

Procedure

Following the procedure as described in Example 2, making variations only as required to use 4-trifluoromethylbenzoyl chloride in place of benzoyl chloride to react with 2-amino-4-methylthiazole-5-carboxylic acid benzylamide, the title compound was obtained as a white solid in 45% yield; 1H NMR (CDCl3, 300 MHz) δ 8.05 (d, J=8.2 Hz, 2H), 7.77 (d, J=8.2 Hz, 2H), 7.36-7.29 (m, 5H), 5.97 (s, 1H), 4.60 (d, J=5.6 Hz, 2H), 2.57 (s, 3H); MS (ES+) m/z 420.1 (M+1).

Sources & evidence

ORD record
ord-fa629f94b27c4966a139bc16339a21b4
Source dataset
uspto-grants-2013_09
Patent number
US08541457B2

Reaction notes

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