Phenylacetyl chloride → HCID 59369702, compound

HRID 45363Notes

Reaction equation

[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=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:8](=[O:9])[CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=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

Reactant 2

HCID 7679Phenylacetyl chloride

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

Product 1

HCID 59369702HCID 59369702, compoundYield 17%

Procedure

Following the procedure as described in Example 2, making variations only as required to use phenylacetyl 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 17% yield; m.p. 63-65° C.; 1H NMR (CDCl3, 300 MHz) δ 7.39-7.23 (m, 10H), 5.95 (s, 1H), 4.56 (d, J=5.4 Hz, 2H), 3.79 (s, 2H), 2.54 (s, 3H); MS (ES+) m/z 366.1 (M+1).

Sources & evidence

ORD record: ord-9fae0f72bfde4eb4ba72b5f140b83340
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541457B2

Reaction notes

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