Thionyl Chloride → HCID 20551278, compound

HRID 1447294Notes

Reaction equation

HRID 1447294 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([C:11]2[NH:12][C:13](=[O:20])[C:14](=[CH:18][CH:19]=2)[C:15](O)=[O:16])[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].S(Cl)([Cl:23])=O>>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([C:11]2[NH:12][C:13](=[O:20])[C:14](=[CH:18][CH:19]=2)[C:15]([Cl:23])=[O:16])[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 20551279HCID 20551279, compound

Product 1

HCID 20551278HCID 20551278, compound

Procedure

A suspension of 3.81 g (14 mmol) of the above pyridone acid and 100 ml of thionyl chloride is stirred at 45° for 1 hr and at room temperature overnight. The reaction mixture is stirred for 3 hrs at 52°, cooled, and filtered. The solid is washed with hexane and dried under high vacuum over phosphorus pentoxide to give 3.57 g of 6-[3-(acetylamino)phenyl]-1,2-dihydro-2-oxonicotinoyl chloride.

Workup

  1. stirringThe reaction mixture is stirred for 3 hrs at 52°
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe solid is washed with hexane
  5. dry with materialdried under high vacuum over phosphorus pentoxide

Sources & evidence

ORD record
ord-e46d6210b8bb4891b217d9671959c834
Source dataset
uspto-grants-1982_02
Patent number
US04315858

Reaction notes

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