Thionyl Chloride → 4-(2-oxopyridin-1(2H)-yl)benzoyl chloride

HRID 1271721Notes

Reaction equation

HRID 1271721 reaction equation
[O:1]=[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]1[C:8]1[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[CH:10][CH:9]=1.O=S(Cl)[Cl:19]>ClCCCl>[O:1]=[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]1[C:8]1[CH:16]=[CH:15][C:11]([C:12]([Cl:19])=[O:13])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 184531904-(2-oxopyridin-1(2H)-yl)benzoic acid

Product 1

HCID 222404154-(2-oxopyridin-1(2H)-yl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

4-(2-oxopyridin-1(2H)-yl)benzoic acid (1 g, 4.6 mmol) was ]mixed with 10 mL of 1,2-dichloroethane. To this suspension was added SOCl2 (6 mL), and the mixture was refluxed for 1.5 h. The mixture was reduced in vacuo. The remaining traces of SOCl2 were removed by adding 1,2-dichloroethane (2×5 mL) and evaporating to dryness to yield 4-(2-oxopyridin-1(2H)-yl)benzoyl chloride as a white solid.

Workup

  1. temperaturethe mixture was refluxed for 1.5 h
  2. customThe remaining traces of SOCl2 were removed
  3. additionby adding 1,2-dichloroethane (2×5 mL)
  4. customevaporating to dryness

Sources & evidence

ORD record
ord-9a3b8b62b1204cdc908ca53f8022c1a0
Source dataset
uspto-grants-2007_04
Patent number
US07205318B2

Reaction notes

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