Thionyl Chloride → 6,7-Dihydroxy-4-oxo-4H-1-benzopyran-3-carbonyl chloride

HRID 67099Notes

Reaction equation

HRID 67099 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][CH:7]=[C:6]([C:13](O)=[O:14])[C:5]2=[O:16].S(Cl)([Cl:19])=O>>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][CH:7]=[C:6]([C:13]([Cl:19])=[O:14])[C:5]2=[O:16]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 122007766,7-Dihydroxychromon-3-carboxylic acid

Product 1

HCID 127657576,7-Dihydroxy-4-oxo-4H-1-benzopyran-3-carbonyl chloride

Procedure

6,7-Dihydroxychromone-3-carboxylic acid (888 mg) and 25 ml of thionyl chloride were refluxed for one hour. Then, the thionyl chloride was removed by distillation, and after benzene was added, further distillation was conducted. Dichloromethane was added into the residue for solidification, whereby the desired product (719 mg) was obtained.

Workup

  1. customThen, the thionyl chloride was removed by distillation
  2. additionafter benzene was added
  3. distillationfurther distillation
  4. additionDichloromethane was added into the residue for solidification, whereby the desired product (719 mg)
  5. customwas obtained

Sources & evidence

ORD record
ord-63fbe7f0b4634b799b24b98090e97e11
Source dataset
uspto-grants-1982_08
Patent number
US04344944

Reaction notes

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