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

HRID 894983Notes

Reaction equation

HRID 894983 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 ChlorideHCID 127658447,8-Dihydroxychromone-3-carboxylic acid

Product 1

HCID 130830427,8-Dihydroxychromone-3-carbonyl chloride

Procedure

A mixture of 7,8-dihydroxychromone-3-carboxylic acid (6.6 g, 30 mmol) and thionyl chloride (25 ml) was refluxed for 1 hour, and the thionyl chloride was removed. After the addition of benzene to the residue, the mixture was evaporated to dryness and the residue was triturated with n-hexane to give the desired compound (7.2 g).

Workup

  1. temperaturewas refluxed for 1 hour
  2. customthe thionyl chloride was removed
  3. additionAfter the addition of benzene to the residue
  4. customthe mixture was evaporated to dryness
  5. customthe residue was triturated with n-hexane

Sources & evidence

ORD record
ord-f2f04013aadd4d569329f289f4bfc637
Source dataset
uspto-grants-1981_08
Patent number
US04285939

Reaction notes

Loading…