Ethyl chloroacetate → HCID 178473171, compound

HRID 1075169Notes

Reaction equation

HRID 1075169 reaction equation
[Na].[F:2][C:3]1[C:4](=[S:10])[NH:5][C:6](=[O:9])[NH:7][CH:8]=1.Cl[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>C(O)C>[CH2:16]([O:15][C:13]([CH2:12][S:10][C:4]1[C:3]([F:2])=[CH:8][NH:7][C:6](=[O:9])[N:5]=1)=[O:14])[CH3:17]

Participants

5

Reactant 3

HCID 7751Ethyl chloroacetateHCID 27812135-Fluoro-4-thiouracilHCID 5360545Sodium

Product 1

HCID 178473171HCID 178473171, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the sodium salt of 5-fluoro-4-thiouracil (0.0195 mol) and ethyl chloroacetate (0.0195 mol) in ethanol (50 ml) was heated under reflux for 2 hr. The solvent was removed at reduced pressure triturated with cold water and the residue recrystallised from water; yield 29%; m.p. 156° C. (Found: C, 41.38; H, 4.12. Calc for C8H9FN2O3S: C, 41.38; H, 3.90).

Workup

  1. temperatureunder reflux for 2 hr
  2. customThe solvent was removed at reduced pressure
  3. customtriturated with cold water
  4. customthe residue recrystallised from water

Sources & evidence

ORD record
ord-26270973d6bf41888c6ce7ee99766551
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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