4-Fluorobenzoyl chloride → HCID 1468271, compound

HRID 45339Notes

Reaction equation

HRID 45339 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH2:11]([NH:18][C:19]([C:21]1[S:25][C:24]([NH2:26])=[N:23][C:22]=1[CH3:27])=[O:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:11]([NH:18][C:19]([C:21]1[S:25][C:24]([NH:26][C:6](=[O:7])[C:5]2[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)=[N:23][C:22]=1[CH3:27])=[O:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid

Product 1

HCID 1468271HCID 1468271, compoundYield 30%

Procedure

Following the procedure as described in Example 2, making variations only as required to use 4-fluorobenzoyl 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 30% yield; 1H NMR (CDCl3, 300 MHz) δ 7.99-7.94 (dd, J=5.1, 8.8 Hz, 2H), 7.19-7.16 (m, 7H), 5.96 (s, 1H), 4.59 (d, J=4.6 Hz, 2H), 2.56 (s, 3H); MS (ES+) m/z 370.2 (M+1).

Sources & evidence

ORD record
ord-2d80a28c5e754cd18b8835f0bf5087cf
Source dataset
uspto-grants-2013_09
Patent number
US08541457B2

Reaction notes

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