Thionyl Chloride → HCID 54206040, compound

HRID 1659355Notes

Reaction equation

HRID 1659355 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[C:8]([C:13]([OH:15])=O)=[CH:7]2.S(Cl)([Cl:18])=O>>[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[C:8]([C:13]([Cl:18])=[O:15])=[CH:7]2

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 72457168-Hydroxy-3-carboxy-coumarin

Product 1

HCID 54206040HCID 54206040, compound

Procedure

A solution of 8-hydroxycoumarin-3-carboxylic acid (2.06 g) in 10 ml thionyl chloride was heated under reflux for three hours, and 8-hydroxycoumarin-3-carboxylic acid chloride was obtained by distilling off the excess thionyl chloride. This was added in small portions to a methylene chloride solution (100 ml) containing ampicillin trihydrate (4.1 g) and triethylamine (3.5 ml) over a period of forty minutes under stirring and cooling on ice.

Workup

  1. temperatureunder reflux for three hours

Sources & evidence

ORD record
ord-145ae043c47144a1a03847e2e608308a
Source dataset
uspto-grants-1981_12
Patent number
US04303664

Reaction notes

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