Water → HCID 21403831, compound

HRID 972372Notes

Reaction equation

HRID 972372 reaction equation
Cl[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:3]=1.[SH:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].C[O-].[Na+].O>CO>[CH2:18]([O:17][C:15](=[O:16])[CH2:14][S:13][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:3]=1)[CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 12185Ethyl ThioglycolateHCID 10942334Sodium MethoxideHCID 127284435-Chloro-3-phenyl-1,2,4-oxadiazole

Product 1

HCID 21403831HCID 21403831, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-chloro-3-phenyl-1,2,4-oxadiazole (36 parts) was added portionwise to a solution of ethyl mercaptoacetate (24 parts) and sodium methoxide (11 parts) in methanol (500 parts). The temperature rose to about 50° C. and the mixture was allowed to stand for three hours. The product was poured into an excess of cold water, and extracted with benzene, washed with water and the solvent then evaporated off. Recrystallisation gave ethyl(3-phenyl-1,2,4-oxadiazol-5-ylthio)acetate (40 parts, 75% yield), melting point 50-52° C.

Workup

  1. customrose to about 50° C.
  2. extractionextracted with benzene
  3. washwashed with water
  4. customthe solvent then evaporated off
  5. customRecrystallisation

Sources & evidence

ORD record
ord-0ba0e55537994076a4586fe05b953d8a
Source dataset
uspto-grants-1977_10
Patent number
USRE029439

Reaction notes

Loading…