Thionyl Chloride → HCID 13392281, compound

HRID 235865Notes

Reaction equation

HRID 235865 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([C:7]([NH:9][CH:10]([C:17]([C:19]2[O:20][CH:21]=[CH:22][CH:23]=2)=[O:18])[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=O)=[CH:5][CH:4]=1.S(Cl)(Cl)=O>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([C:7]2[O:18][C:17]([C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)=[C:10]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:9]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13773135HCID 13773135, compound

Product 1

HCID 13392281HCID 13392281, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 10 g of ethyl 3-(4-methoxybenzoylamino)-3-(2-furylcarbonyl)propionate in 60 ml of chloroform are dropwise added 15 ml of thionyl chloride at room temperature. The mixture is refluxed at 60° to 70° C. for 6 hours under stirring. After the reaction is completed, the mixture is treated in the same manner as described in Example 1. 3.0 g of ethyl 2-[2-(4-methoxyphenyl)-5-(2-furyl)-4-oxazolyl]acetate are thereby obtained. Yield: 31.6%

Workup

  1. customat room temperature
  2. temperatureThe mixture is refluxed at 60° to 70° C. for 6 hours
  3. additionthe mixture is treated in the same manner

Sources & evidence

ORD record
ord-6842c6a8ca364d678bae75d885333a17
Source dataset
uspto-grants-1987_02
Patent number
US04642313

Reaction notes

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