1,3-Dichloroacetone → HCID 54281256, compound

Reaction equation

[S:1]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH2:12])=[O:11].[Cl:13][CH2:14][C:15]([CH2:17]Cl)=O>>[Cl:13][CH2:14][C:15]1[N:12]=[C:10]([C:2]2[S:1][C:5]3[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=3[CH:3]=2)[O:11][CH:17]=1

Participants

Reactant 2

HCID 107931,3-Dichloroacetone

HCID 122315074,5,6,7-Tetrahydrobenzo[b]thiophene-2-carboxamide

Product 1

HCID 54281256HCID 54281256, compoundYield 53%

Procedure

In substantially the same manner as in Reference Example 47, 4,5,6,7-tetrahydro-2-benzothiophene carboxamide was allowed to react with 1,3-dichloroacetone to give 4-chloromethyl-2-(4,5,6,7-tetrahydro-2-benzothienyl)oxazole. The yield was 53%. Recrystallization from ethyl acetate-hexane gave colorless needles, mp 102-103° C.

Sources & evidence

ORD record: ord-36c11933e0ce4a4cbef9f2b862d493cf
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211215B1

Reaction notes

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