Dimethylformamide → HCID 15692974, compound

HRID 1090021Notes

Reaction equation

HRID 1090021 reaction equation
[CH2:1]([C:3]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([C:12]([OH:14])=O)[S:5][N:4]=1)[CH3:2].S(Cl)([Cl:17])=O.CN(C)C=O.C(Cl)(Cl)=O>C1(C)C=CC=CC=1>[CH2:1]([C:3]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([C:12]([Cl:17])=[O:14])[S:5][N:4]=1)[CH3:2]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6371PhosgeneHCID 24386Thionyl ChlorideHCID 19765264HCID 19765264, compound

Product 1

HCID 15692974HCID 15692974, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

73 g of the carboxylic acid from Example c and 80 g of thionyl chloride in 200 ml of toluene are refluxed in the presence of a little dimethylformamide until the evolution of gas is complete. The crude carbonyl chloride which remains in quantitative yield after evaporation is directly reacted further.

Workup

  1. customafter evaporation
  2. customis directly reacted further

Sources & evidence

ORD record
ord-76edd10be85f48de9fc388c943ede731
Source dataset
uspto-grants-1992_01
Patent number
US05080708

Reaction notes

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