2,4-Dichlorobenzoyl chloride → HCID 59369695, compound

HRID 45340Notes

Reaction equation

HRID 45340 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH2:12]([NH:19][C:20]([C:22]1[S:26][C:25]([NH2:27])=[N:24][C:23]=1[CH3:28])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:12]([NH:19][C:20]([C:22]1[S:26][C:25]([NH:27][C:4](=[O:5])[C:3]2[CH:7]=[CH:8][C:9]([Cl:11])=[CH:10][C:2]=2[Cl:1])=[N:24][C:23]=1[CH3:28])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 666452,4-Dichlorobenzoyl chlorideHCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid

Product 1

HCID 59369695HCID 59369695, compoundYield 21%

Procedure

Following the procedure as described in Example 2, making variations only as required to use 2,4-dichlorobenzoyl 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 21% yield; 1H NMR (CDCl3, 300 MHz) δ 7.74 (d, J=8.3 Hz, 1H), 7.45-7.24 (m, 7H), 5.99 (s, 1H), 4.57 (d, J=5.4 Hz, 2H), 2.35 (s, 3H); MS (ES+) m/z 420.0 (M+1).

Sources & evidence

ORD record
ord-436d9b0a824e4710bd2bfd33dd1f8057
Source dataset
uspto-grants-2013_09
Patent number
US08541457B2

Reaction notes

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