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

HRID 322279Notes

Reaction equation

HRID 322279 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C:7]([NH2:9])=[O:8])=[CH:4][CH:3]=1.[Cl:10][CH2:11][C:12]([CH2:14]Cl)=O>>[Cl:10][CH2:11][C:12]1[N:9]=[C:7]([C:5]2[S:6][C:2]([CH3:1])=[CH:3][CH:4]=2)[O:8][CH:14]=1

Participants

3

Reactant 2

HCID 107931,3-DichloroacetoneHCID 5807305-Methyl-2-thiophenecarboxamide

Product 1

HCID 222414544-Chloromethyl-2-(5-methyl-2-thienyl)oxazoleYield 46%

Procedure

In substantially the same manner as in Reference Example 47, 5-methyl-2-thiophenecarboxamide was allowed to react with 1,3-dichloroacetone to give 4-chloromethyl-2-(5-methyl-2-thienyl)oxazole. The yield was 46%. Recrystallization from ethyl acetate-hexane gave colorless prisms, mp 84-85° C.

Sources & evidence

ORD record
ord-2de3de7cd7b643959d60c084db8aca33
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

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