Thionyl Chloride → alpha-(2-Acetoxy-5-chlorosulfonylphenylazo)acetoacetanilide

HRID 903523Notes

Reaction equation

HRID 903523 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](O)(=[O:13])=[O:12])=[CH:7][C:6]=1[N:15]=[N:16][CH:17]([C:27]([CH3:29])=[O:28])[C:18]([NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19])(=[O:3])[CH3:2].S(Cl)([Cl:32])=O>CN(C)C=O>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([Cl:32])(=[O:13])=[O:12])=[CH:7][C:6]=1[N:15]=[N:16][CH:17]([C:27]([CH3:29])=[O:28])[C:18]([NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23336111alpha-(2-Acetoxy-5-sulfophenylazo)acetoacetanilide

Product 1

HCID 23336104alpha-(2-Acetoxy-5-chlorosulfonylphenylazo)acetoacetanilide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

α-(2-Acetoxy-5-sulfophenylazo)acetoacetanilide (20 g) was added to thionyl chloride (100 ml). After the addition of dimethylformamide (4 ml), solution was complete, then followed by precipitation of the product. It was filtered off and dried in the vacuum oven at 40° C.

Workup

  1. customfollowed by precipitation of the product
  2. filtrationIt was filtered off
  3. customdried in the vacuum oven at 40° C.

Sources & evidence

ORD record
ord-862b9066bbd74783be51cd19cfcc5893
Source dataset
uspto-grants-1980_10
Patent number
US04228073

Reaction notes

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