Thionyl Chloride → HCID 21434993, compound

HRID 267518Notes

Reaction equation

HRID 267518 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([C:14](O)=[O:15])=[CH:8][N:9]2[CH2:12][CH3:13])=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>>[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:17])[C:7]([C:14]([Cl:20])=[O:15])=[CH:8][N:9]2[CH2:12][CH3:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 12801674HCID 12801674, compound

Product 1

HCID 21434993HCID 21434993, compound

Procedure

7-Chloro-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (29.5 g) and thionyl chloride (18 ml) in dry doluene (900 ml) were stirred and heated under reflux for 1 hour. The solution was cooled and the solid that separated was collected. It had m.p. 186.5°-188.5° (98%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. temperatureThe solution was cooled
  4. customthe solid that separated
  5. customwas collected

Sources & evidence

ORD record
ord-697003830a5e49b69947b6b8479f6787
Source dataset
uspto-grants-1976_03
Patent number
US03943141

Reaction notes

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