1,3-Dichloroacetone → 4-[4-(Chloromethyl)-1,3-oxazol-2-yl]benzonitrile

HRID 322266

Reaction equation

[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[CH:5][CH:4]=1)#[N:2].[Cl:12][CH2:13][C:14]([CH2:16]Cl)=O>>[Cl:12][CH2:13][C:14]1[N:9]=[C:7]([C:6]2[CH:10]=[CH:11][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[O:8][CH:16]=1

Participants

Reactant 2

HCID 107931,3-Dichloroacetone

HCID 76427p-Cyanobenzamide

Product 1

HCID 220096404-[4-(Chloromethyl)-1,3-oxazol-2-yl]benzonitrileYield 41%

Procedure

In substantially the same manner as in Reference Example 31, 4-cyanobenzamide was allowed to react with 1,3-dichloroacetone to give 4-chloromethyl-2-(4-cyanophenyl)oxazole. The yield was 41%. Recrystallization form ethyl acetate-hexane gave colorless prisms, mp 134-135° C.

Sources & evidence

ORD record: ord-8f68c7735093494694dce59073b3aa24
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211215B1

Linked notes

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