Thionyl Chloride → HCID 22750339, compound

HRID 866985Notes

Reaction equation

HRID 866985 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13](=[O:20])[C:14](=[CH:18][CH:19]=2)[C:15](O)=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].S(Cl)([Cl:23])=O>CN(C)C=O>[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13](=[O:20])[C:14](=[CH:18][CH:19]=2)[CH2:15][Cl:23])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22750271HCID 22750271, compound

Product 1

HCID 22750339HCID 22750339, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 4.0 g. of 6-[4-(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinic acid in 120 ml. of thionyl chloride is treated with 1 ml. of dimethylformamide and stirred at room temperature for 4 hours. The mixture is diluted with 200 ml. of hexane and the precipitate of 6-[4-(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl chloride is collected, washed with hexane and dried. The acid chloride is used as such without further purification.

Workup

  1. additionA suspension of 4.0 g
  2. additionThe mixture is diluted with 200 ml
  3. customof hexane and the precipitate of 6-[4-(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl chloride is collected
  4. washwashed with hexane
  5. customdried
  6. customsuch without further purification

Sources & evidence

ORD record
ord-a38472e5896e4aa6bae49c97e2b89db9
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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