Dimethylformamide → HCID 54220196, compound

HRID 1031723Notes

Reaction equation

HRID 1031723 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:14]=[C:13]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:12]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:11][C:7]=2[C:8](=[O:10])[CH:9]=1)(O)=[O:2].S(Cl)([Cl:29])=O.CN(C)C=O>C(Cl)Cl>[CH3:19][S:16]([NH:15][C:13]1[C:12]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:11][C:7]2[C:8](=[O:10])[CH:9]=[C:4]([C:1]([Cl:29])=[O:2])[O:5][C:6]=2[CH:14]=1)(=[O:18])=[O:17]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 11793855HCID 11793855, compound

Product 1

HCID 54220196HCID 54220196, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.0 g of 2-carboxy-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one was suspended in 30 ml of methylene chloride. Thereto were added 3.8 g of thionyl chloride and 0.1 ml of N,N-dimethylformamide. The mixture was refluxed for 1.5 hours. After the completion of the reaction, the solvent was removed by distillation under reduced pressure to obtain 3.1 g (yield: 98.4%) of 7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one-2-carboxylic acid chloride.

Workup

  1. temperatureThe mixture was refluxed for 1.5 hours
  2. customAfter the completion of the reaction
  3. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-d4b32097aca14f41b340c629df339650
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

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