Cyclopentanecarbonyl chloride → HCID 59369676, compound

HRID 45333Notes

Reaction equation

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

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

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

Product 1

HCID 59369676HCID 59369676, compoundYield 38%

Procedure

Following the procedure as described in Example 2, making variations only as required to use cyclopentanecarbonyl 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 38% yield; 1H NMR (CDCl3, 300 MHz) δ 9.56 (s, br, 1H), 7.35-7.24 (m, 5H), 5.92 (s, br, 1H), 4.56 (d, J=5.7 Hz, 2H), 2.81-2.69 (m, 1H), 2.62 (s, 3H), 1.97-1.72 (m, 8H); MS (ES+) m/z 344.2 (M+1).

Sources & evidence

ORD record: ord-cf05cbdf891b4243bb4d432034c7cf46
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541457B2

Reaction notes

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