1,3-Dichloroacetone → 4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole

HRID 1397410Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1.[Cl:11][CH2:12][C:13]([CH2:15]Cl)=O>>[Cl:11][CH2:12][C:13]1[N:8]=[C:6]([C:5]2[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=2)[O:7][CH:15]=1

Participants

Reactant 2

HCID 107931,3-Dichloroacetone

HCID 120844-Chlorobenzamide

Product 1

HCID 71315274-(Chloromethyl)-2-(4-chlorophenyl)-1,3-oxazoleYield 46%

Procedure

This compound was synthesized from 4-chlorobenzamide and 1,3-dichloroacetone as described in example 74 step 1 (3.4 g, yield 46%). 1H NMR (300 MHz, CDCl3) δ 8.01-7.98 (d, J=8.8 Hz, 2H), 7.72 (s, 1H), 7.47-7.44 (d, J=8.8 Hz, 2H), 4.59 (d, J=0.9 Hz, 2H).

Sources & evidence

ORD record: ord-d9b1504ad1504f958a9f5bc2eb69f58b
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901156B2

Reaction notes

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