Thionyl Chloride → HCID 20448112, compound

HRID 358442Notes

Reaction equation

HRID 358442 reaction equation
[C:1]([O:4][C:5]1[C:6]([O:19][C:20](=[O:22])[CH3:21])=[CH:7][C:8]2[S:13][CH:12]=[C:11]([C:14](O)=[O:15])[C:10](=[O:17])[C:9]=2[CH:18]=1)(=[O:3])[CH3:2].S(Cl)([Cl:25])=O>CN(C)C=O.C1C=CC=CC=1>[C:1]([O:4][C:5]1[C:6]([O:19][C:20](=[O:22])[CH3:21])=[CH:7][C:8]2[S:13][CH:12]=[C:11]([C:14]([Cl:25])=[O:15])[C:10](=[O:17])[C:9]=2[CH:18]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 20448123HCID 20448123, compound

Product 1

HCID 20448112HCID 20448112, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 241BenzeneSolvent

Procedure

A mixture of 6,7-diacetoxy-4-oxo-4H-1-benzothiopyran-3-carboxylic acid (50 mg), thionyl chloride (40 μL), and dimethylformamide (one drop) was heated under reflux for 2 hours in benzene (20 mL), and then the solvent was distilled off. To the residue was added benzene (20 mL). Benzene was evaporated again and the residue was vacuum dried to give 6,7-diacetoxy-4-oxo-4H-1-benzothiopyran-3-carbonyl chloride.

Workup

  1. temperaturewas heated
  2. distillationthe solvent was distilled off
  3. additionTo the residue was added benzene (20 mL)
  4. customBenzene was evaporated again
  5. customdried

Sources & evidence

ORD record
ord-59c8d1edd37a40c8ac67c2fe38ad9fda
Source dataset
uspto-grants-1984_08
Patent number
US04468394

Reaction notes

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