Benzamide → 4-(Chloromethyl)-2-phenyl-1,3-oxazole

HRID 1397361Notes

Reaction equation

HRID 1397361 reaction equation
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=O.[C:7]([NH2:15])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[Cl:1][CH2:2][C:3]1[N:15]=[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:14][CH:5]=1

Participants

3

Reactant 2

HCID 2331BenzamideHCID 107931,3-Dichloroacetone

Product 1

HCID 35511964-(Chloromethyl)-2-phenyl-1,3-oxazoleYield 68%

Procedure

This compound was synthesized from 1,3-dichloroacetone and benzamide as described in example 71 step 1 (65 g, yield 68%) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.06-8.04 (m, 2H), 7.72 (m, 1H), 7.49-7.46 (m, 3H), 4.59 (d, J=1.1 Hz, 2H). MS (ESI) m/z: Calculated for C10H8ClNO: 193.03. found: 194.2 (M+H)+.

Sources & evidence

ORD record
ord-55fce40db08c428c9aecb01f8bb30efe
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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