Benzenesulfonyl chloride → 7-Hydroxy-3,4-dimethylcoumarin benzenesulfonate

HRID 2290763Notes

Reaction equation

HRID 2290763 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:14])=[C:7]([CH3:13])[C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>N1C=CC=CC=1>[C:15]1([S:21]([OH:23])(=[O:1])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:14])=[C:7]([CH3:13])[C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 54129907-hydroxy-3,4-dimethyl-2H-chromen-2-one

Product 1

HCID 867410787-Hydroxy-3,4-dimethylcoumarin benzenesulfonate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.3 g of 7-hydroxy-3,4-dimethylcoumarin were dissolved in 50 ml of pyridine, and 4.7 g of benzenesulfonyl chloride were added at 20° C. The mixture was stirred overnight and then poured onto 200 g of ice, and the precipitate was filtered off under suction, washed with water, recrystallized from ethanol and dried. Yield: 3.3 g (83%), mp.: 177°-178° C.

Workup

  1. filtrationthe precipitate was filtered off under suction
  2. washwashed with water
  3. customrecrystallized from ethanol
  4. customdried

Sources & evidence

ORD record
ord-ee7c0a2066134decb084215ba5a80a9a
Source dataset
uspto-grants-1986_10
Patent number
US04618622

Reaction notes

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