Thionyl Chloride → HCID 54281029, compound

HRID 2287043Notes

Reaction equation

HRID 2287043 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-e30474eeb11448ce991416ff3e8aa5ad
Source dataset
uspto-grants-1981_05
Patent number
US04268673

Reaction notes

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