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1,3-Dichloroacetone → 4-(Chloromethyl)-2-(methoxymethyl)-1,3-thiazole

HRID 54420
Notes
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Reaction equation

HRID 54420 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH2:6])=[S:5].[Cl:7][CH2:8][C:9]([CH2:11]Cl)=O>C(O)C>[Cl:7][CH2:8][C:9]1[N:6]=[C:4]([CH2:3][O:2][CH3:1])[S:5][CH:11]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 107931,3-DichloroacetoneHCID 203233692-Methoxyethanethioamide

Product 1

HCID 152908904-(Chloromethyl)-2-(methoxymethyl)-1,3-thiazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 9 g of 2-methoxy-thioacetamide and 10.87 g 1,3-dichloroacetone in 90 ml ethanol was refluxed for 2 h. The solvent was evaporated and the residue neutralized with saturated sodium bicarbonate solution. After extraction with ether the organic phase was washed twice with water and dried over sodium sulfate. Evaporation of the solvent left 13.0 g crude product.

Workup

  1. customThe solvent was evaporated
  2. extractionAfter extraction with ether the organic phase
  3. washwas washed twice with water
  4. dry with materialdried over sodium sulfate
  5. customEvaporation of the solvent
  6. waitleft 13.0 g crude product

Sources & evidence

ORD record
ord-842d2059ff3b433aacd080f788093fe6
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05622953

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes