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Benzene → 7,8-Diacetoxychromone-3-carbonyl chloride

HRID 1649123
Notes
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Reaction equation

HRID 1649123 reaction equation
[C:1]([O:4][C:5]1[C:14]([O:15][C:16](=[O:18])[CH3:17])=[C:13]2[C:8]([C:9](=[O:22])[C:10]([C:19](O)=[O:20])=[CH:11][O:12]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].S(Cl)([Cl:25])=O.C1C=CC=CC=1>CN(C)C=O>[C:1]([O:4][C:5]1[C:14]([O:15][C:16](=[O:18])[CH3:17])=[C:13]2[C:8]([C:9](=[O:22])[C:10]([C:19]([Cl:25])=[O:20])=[CH:11][O:12]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 241BenzeneHCID 24386Thionyl Chloride2×HCID 127658457,8-Diacetoxychromone-3-carboxylic acid

Product 1

HCID 541479727,8-Diacetoxychromone-3-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A mixture of 7,8-diacetoxychromone-3-carboxylic acid (9.5 g), thionyl chloride (2.6 ml), dimethylformamide (0.1 ml) and benzene (300 ml) was refluxed for one and half hours, and there were further added thionyl chloride (2.6 ml) and dimethyl formamide (0.1 ml). The whole was then refluxed for further one hour. Then the solvent was removed therefrom by distillation, and the residue was triturated with n-bexane. The solid matter thus obtained was collected by filtration. There was thus obtained the desired product (9.3 g).

Workup

  1. temperaturewas refluxed for one and half hours, and there
  2. temperatureThe whole was then refluxed for further one hour
  3. customThen the solvent was removed
  4. distillationby distillation
  5. customthe residue was triturated with n-bexane
  6. customThe solid matter thus obtained
  7. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-22eac24062ad4e9ba370372699c431ac
Source dataset
uspto-grants-1983_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04415567

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes