Ethyl chloroacetate → HCID 12628074, compound

HRID 1979609Notes

Reaction equation

HRID 1979609 reaction equation
[Na].[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([SH:11])=[CH:7][CH:6]=1)([O-:4])=[O:3].Cl[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C>[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:7][CH:6]=1)([O-:4])=[O:3]

Participants

5

Reactant 3

HCID 7751Ethyl chloroacetateHCID 158094-NitrobenzenethiolHCID 5360545Sodium

Product 1

HCID 12628074HCID 12628074, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium metal (3.6 g, 0.16 m) was dissolved in ethanol (250 ml) and 4-nitrothiophenol (25 g, 0.13 m) was added to it. To the above mixture was added ethyl chloroacetate (16.0 g). After refluxing for 1 hr, the suspension was filtered. The filtrate was concentrated (50 ml) and allowed to cool, precipitation occurred. The product was collected and dried under vacuum to afford yellow crystals 78% yield, mp. 43°-45° C. It was characterised by spectroscopic analysis.

Workup

  1. temperatureAfter refluxing for 1 hr
  2. filtrationthe suspension was filtered
  3. concentrationThe filtrate was concentrated (50 ml)
  4. temperatureto cool
  5. customprecipitation
  6. customThe product was collected
  7. customdried under vacuum

Sources & evidence

ORD record
ord-a8abdac74bbd4e05a9d56bc921ab4b31
Source dataset
uspto-grants-1984_11
Patent number
US04481268

Reaction notes

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