Acetic acid, 2-chloro-, phenylmethyl ester → HCID 67745257, compound

HRID 863719Notes

Reaction equation

HRID 863719 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[Cl:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8]>CC(C)=O>[Cl-:5].[CH2:10]([O:9][C:7]([CH2:6][S:3][C:2]([NH2:4])=[NH2+:1])=[O:8])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 8786Acetic acid, 2-chloro-, phenylmethyl esterHCID 2723790Thiourea

Product 1

HCID 67745257HCID 67745257, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

7.6 g (0.1 mol) of thiourea were dissolved in 50 ml of acetone. 18.5 g (0.1 mol) of benzyl chloroacetate were added dropwise and the mixture was heated at the boil for two hours. After cooling down to room temperature, the precipitated product was filtered off and washed with diethyl ether. Drying left 23.5 g (corresponding to a yield of 90%) of the title compound in the form of colorless crystals. The product was more than 99% pure.

Workup

  1. temperaturethe mixture was heated at the boil for two hours
  2. filtrationthe precipitated product was filtered off
  3. washwashed with diethyl ether
  4. customDrying
  5. waitleft 23.5 g (corresponding to a yield of 90%) of the title compound in the form of colorless crystals

Sources & evidence

ORD record
ord-04180ac59e3b4c0a8ae691298fdaf6b5
Source dataset
uspto-grants-1996_10
Patent number
US05560814

Reaction notes

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