N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid → HCID 59369683, compound

HRID 45352Notes

Reaction equation

HRID 45352 reaction equation
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8].[CH2:15]([NH:22][C:23]([C:25]1[S:29][C:28]([NH2:30])=[N:27][C:26]=1[CH3:31])=[O:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([NH:22][C:23]([C:25]1[S:29][C:28]([NH:30][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][CH:12]=[C:4]([O:3][C:2]([F:14])([F:13])[F:1])[CH:5]=2)=[N:27][C:26]=1[CH3:31])=[O:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acidHCID 5228543-(Trifluoromethoxy)benzoyl chloride

Product 1

HCID 59369683HCID 59369683, compoundYield 28%

Procedure

Following the procedure as described in Example 2, making variations only as required to use 3-trifluoromethoxybenzoyl 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 28% yield; m.p. 230-232° C.; 1H NMR (CDCl3, 300 MHz) δ 7.78 (d, J=7.8 Hz, 1H), 7.76 (s, 1H), 7.54-7.24 (m, 7H), 6.00 (t, J=4.8 Hz, 1H), 4.58 (d, J=5.6 Hz, 2H), 2.38 (s, 3H); MS (ES+) m/z 436.1 (M+1).

Sources & evidence

ORD record
ord-994378c2ad9f4b86ab452d1291f9face
Source dataset
uspto-grants-2013_09
Patent number
US08541457B2

Reaction notes

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