Benzenesulfonyl chloride → HCID 20294441, compound

HRID 1390039Notes

Reaction equation

HRID 1390039 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([CH2:7][C:8]([O:10]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:9])[O:4][N:3]=1.C(N(CC)CC)C.[C:31]1([S:37](Cl)(=[O:39])=[O:38])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C(OCC)(=O)C>[C:31]1([S:37]([O:1][C:2]2[CH:6]=[C:5]([CH2:7][C:8]([OH:10])=[O:9])[O:4][N:3]=2)(=[O:39])=[O:38])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 178520333HCID 178520333, compound

Product 1

HCID 20294441HCID 20294441, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1.55 g (5 mmoles) of benzhydryl 3-hydroxyisoxazol-5-ylacetate in 20 ml of ethyl acetate were added 0.71 ml (5.1 mmoles) of triethylamine and 0.65 ml (5.05 mmoles) of benzenesulphonyl chloride. After stirring the mixture for 1 hour, it was washed with water and then dried. The solvent was distilled off to give the benzhydryl ester of the title compound quantitatively. The ester was then treated in the same manner as described in Preparation 5, affording 1.30 g of the title compound.

Workup

  1. washit was washed with water
  2. customdried
  3. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-000e0ec9aba24d23851ed56a1ddf0205
Source dataset
uspto-grants-1981_01
Patent number
US04247548

Reaction notes

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