Ethyl chloroformate → HCID 11021483, compound

HRID 1714130Notes

Reaction equation

HRID 1714130 reaction equation
C(O[C:4]([Cl:6])=O)C.[CH2:7]([S:14][C:15]1[S:16][C:17](CN2CCOCC2)=[CH:18][N:19]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[CH2:7]([S:14][C:15]1[S:16][C:17]([CH2:4][Cl:6])=[CH:18][N:19]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 18551812HCID 18551812, compound

Product 1

HCID 11021483HCID 11021483, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.5 ml of chloroformic acid ethyl ester are added to 8.0 g of 4-(2-benzylsulfanyl-thiazol-5-ylmethyl)-morpholine in 60 ml of tetrahydrofuran, and the mixture is heated at reflux for 5 hours. The mixture is then cooled to room temperature, the solvent is removed by evaporation in vacuo and the residue is purified by chromatography on silica gel with ether-hexane 1:2. 2-Benzylsulfanyl-5-chloromethylthiazole having a melting point of 57-59° C. is obtained.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 5 hours
  3. customthe solvent is removed by evaporation in vacuo
  4. customthe residue is purified by chromatography on silica gel with ether-hexane 1:2

Sources & evidence

ORD record
ord-5dc256dd634242d5a2c336d013a1aa96
Source dataset
uspto-grants-2010_09
Patent number
US07795442B2

Reaction notes

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