Thionyl Chloride → 7,8-Dihydroxychromone-3-carbonyl chloride

HRID 67100Notes

Reaction equation

HRID 67100 reaction equation
[OH:1][C:2]1[C:11]([OH:12])=[C:10]2[C:5]([C:6](=[O:16])[C:7]([C:13](O)=[O:14])=[CH:8][O:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:19])=O>>[OH:1][C:2]1[C:11]([OH:12])=[C:10]2[C:5]([C:6](=[O:16])[C:7]([C:13]([Cl:19])=[O:14])=[CH:8][O:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl Chloride2×HCID 127658447,8-Dihydroxychromone-3-carboxylic acid

Product 1

HCID 130830427,8-Dihydroxychromone-3-carbonyl chloride

Procedure

7,8-Dihydroxychromone-3-carboxylic acid (6.6 g) together with thionyl chloride (25 ml) were refluxed for one hour. Certain unreacted thionyl chloride remained in the reaction mixture was distilled off, and after addition of benzene to the residue, the mixture was again subjected to distillation. To the residue was added n-hexane to cause solidification of the residue. The solid matter thus formed was recovered by filtration. There was thus obtained the desired product (7.2 g).

Workup

  1. distillationwas distilled off
  2. additionafter addition of benzene to the residue
  3. distillationthe mixture was again subjected to distillation
  4. additionTo the residue was added n-hexane
  5. customThe solid matter thus formed
  6. filtrationwas recovered by filtration

Sources & evidence

ORD record
ord-a051ed285acf4dad8ab181cc635d3748
Source dataset
uspto-grants-1982_08
Patent number
US04344944

Reaction notes

Loading…