Thionyl Chloride → HCID 22099893, compound

HRID 2255980Notes

Reaction equation

HRID 2255980 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([NH:11][C:12]1[N:17]=[CH:16][C:15]([C:18]([OH:20])=O)=[CH:14][CH:13]=1)=[O:10].S(Cl)([Cl:23])=O>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([NH:11][C:12]1[N:17]=[CH:16][C:15]([C:18]([Cl:23])=[O:20])=[CH:14][CH:13]=1)=[O:10]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22099647HCID 22099647, compound

Product 1

HCID 22099893HCID 22099893, compound

Procedure

A mixture of 4.5 g of 6-[(2-methylbenzeneacetyl)amino]pyridine-3-carboxylic acid and 25 ml of thionyl chloride is refluxed for 1 hour and then concentrated to dryness under vacuum. To the residue is added 20 ml of toluene and the solvent removed under vacuum. The addition and removal of toluene is repeated and the residual solid dried at room temperature under vacuum to give 5.3 g of dark brown solid.

Workup

  1. temperatureis refluxed for 1 hour
  2. concentrationconcentrated to dryness under vacuum
  3. additionTo the residue is added 20 ml of toluene
  4. customthe solvent removed under vacuum
  5. additionThe addition and removal of toluene
  6. customthe residual solid dried at room temperature under vacuum

Sources & evidence

ORD record
ord-b529d508663f4c20baa3071d66f315c0
Source dataset
uspto-grants-1997_08
Patent number
US05654297

Reaction notes

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