Thionyl Chloride → HCID 54281029, compound

HRID 65575Notes

Reaction equation

HRID 65575 reaction equation
[CH3:1][C:2]([CH3:28])([CH:6]([N:16]([CH3:27])[S:17]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[C:3](O)=[O:4].S(Cl)([Cl:31])=O>C1C=CC=CC=1>[CH3:1][C:2]([CH3:28])([CH:6]([N:16]([CH3:27])[S:17]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1)[C:3]([Cl:31])=[O:4]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 540446942,2-dimethyl-4-(p-methoxyphenyl)-3-(N-methyl-p-toluenesulfonamido)butyric acid

Product 1

HCID 54281029HCID 54281029, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 283 g of 2,2-dimethyl-4-(p-methoxyphenyl)-3-(N-methyl-p-toluenesulfonamido)butyric acid, 1500 ml of dry benzene and 430 ml of thionyl chloride is boiled for 3 hours. After removal of volatile material by evaporation in vacuo, the residue is taken up in toluene and the solvent is evaporated in vacuo. This procedure is repeated twice whereafter crystallization of the initially oily product is accomplished by treatment with ether, melting point 110°-111° C.

Workup

  1. customAfter removal of volatile material
  2. customby evaporation in vacuo
  3. customthe solvent is evaporated in vacuo
  4. customThis procedure is repeated twice whereafter crystallization of the initially oily product

Sources & evidence

ORD record
ord-aac216a571ae4d2cb8276d5716237763
Source dataset
uspto-grants-1978_12
Patent number
US04128548

Reaction notes

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