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

HRID 895007Notes

Reaction equation

HRID 895007 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 one 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 one 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-602cf728945244e888a8c3d8c9278467
Source dataset
uspto-grants-1981_08
Patent number
US04285941

Reaction notes

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