Thionyl Chloride → HCID 22750288, compound

HRID 866991Notes

Reaction equation

HRID 866991 reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:16][C:17](=[O:24])[C:18](=[CH:22][CH:23]=2)[C:19](O)=O)=[CH:11][CH:10]=1)(=[O:8])=[O:7].S(Cl)([Cl:28])=O>>[ClH:28].[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:16][C:17](=[O:24])[C:18](=[CH:22][CH:23]=2)[CH2:19][Cl:28])=[CH:11][CH:10]=1)(=[O:8])=[O:7]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22750287HCID 22750287, compound

Product 1

HCID 22750288HCID 22750288, compound

Procedure

A suspension of 3.5 g. of 6-[4-[(2-dimethylaminoethyl)aminosulfonyl]phenyl]-1,2-dihydro-2-oxonicotinic acid in 175 ml. of thionyl chloride is stirred at room temperature for 16 hours. The mixture is diluted with 300 ml. of hexane and the precipitate of 6-[4-[(2-dimethylaminoethyl)aminosulfonyl]phenyl]-1,2-dihydro-2-oxonicotinyl chloride hydrochloride is collected by filtration, washed with hexane and dried. The acid chloride is used as such without further purification.

Workup

  1. additionA suspension of 3.5 g
  2. additionThe mixture is diluted with 300 ml
  3. filtrationof hexane and the precipitate of 6-[4-[(2-dimethylaminoethyl)aminosulfonyl]phenyl]-1,2-dihydro-2-oxonicotinyl chloride hydrochloride is collected by filtration
  4. washwashed with hexane
  5. customdried
  6. customsuch without further purification

Sources & evidence

ORD record
ord-1459d4cff7704c8ba4d8d22994474084
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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