1,3-Dichloroacetone → 4-Chloromethyl-2-(5-cyano-2-thienyl)oxazole

HRID 322323Notes

Reaction equation

HRID 322323 reaction equation
[C:1]([C:3]1[S:7][C:6]([C:8]([NH2:10])=[O:9])=[CH:5][CH:4]=1)#[N:2].[Cl:11][CH2:12][C:13]([CH2:15]Cl)=O>>[Cl:11][CH2:12][C:13]1[N:10]=[C:8]([C:6]2[S:7][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[O:9][CH:15]=1

Participants

3

Reactant 2

HCID 107931,3-DichloroacetoneHCID 220098145-Cyanothiophene-2-carboxamide

Product 1

HCID 220096594-Chloromethyl-2-(5-cyano-2-thienyl)oxazoleYield 22%

Procedure

In substantially the same manner as in Reference Example 47, 5-cyano-2-thiophenecarboxamide was reacted with 1,3-dichloroacetone to obtain 4-chloromethyl-2-(5-cyano-2-thienyl)oxazole. The yield was 22%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 146-147° C.

Sources & evidence

ORD record
ord-24fec3037f8f47a7810991f9bbb98d4c
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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