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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560784Generated: October 26, 2026

4-(Chloromethyl)benzonitrile → Methyl 3-((3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)methyl)benzoate

https://huagongshe.com/reaction/560784

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Chloromethyl)benzonitrileHCID 70127—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
ReactantN-benzyl-4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxamideHCID 59481185—
ProductMethyl 3-((3-(5-(benzylcarbamoyl)-4-methylthiazol-2-yl)-2-oxoimidazolidin-1-yl)methyl)benzoateHCID 5948119343%

Reaction Steps

Following the procedure as described in Example 23, making variations as required to replace 4-(chloromethyl)benzonitrile with methyl 3-(bromomethyl)benzoate to react with N-benzyl-4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxamide, the title compound was obtained as a colorless solid in 43% yield: mp 49-51° C. (dichlorometyhane/hexanes): 1H NMR (300 MHz, CDCl3) δ 8.01-7.94 (m, 2H), 7.53-7.31 (m, 7H), 5.91 (br s, 1H), 4.58 (d, J=6.0 Hz, 2H), 4.53 (s, 2H), 4.12-4.06 (m, 2H), 3.92 (s, 3H), 3.50-3.44 (m, 2H), 2.62 (s, 3H); MS (ES+) m/z 465.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063084B2
Source datasetuspto-grants-2011_11
ORD IDord-4f19e05a943b4d39a9fe8df986347015
Source noteuspto-grants-2011_11