Phosphorus oxychloride → HCID 22034114, compound

HRID 1792264Notes

Reaction equation

HRID 1792264 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([CH3:15])[N:12]=[C:11](O)[C:10]=1[N+:17]([O-:19])=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:22])=O>[Cl-].C[N+](C)(C)C>[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([CH3:15])[N:12]=[C:11]([Cl:22])[C:10]=1[N+:17]([O-:19])=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178428437HCID 178428437, compound

Product 1

HCID 22034114HCID 22034114, compound

Reagents, catalysts & solvents 1

HCID 6379Tetramethylammonium chlorideCatalyst

Procedure

Heat a solution of 4-benzylamino-6-methyl-3-nitro-pyridin-2-ol (13.70 g, 52.8 mmol) and tetramethylammonium chloride (6.0 g, 52.8 mmol) to reflux in phosphorus oxychloride (15 mL) for 5 h. After cooling, remove the excess phosphorus oxychloride in vacuo. Triturate the residue in ice-water (400 mL) to obtain the title compound as a brown solid.

Workup

  1. temperatureAfter cooling
  2. customremove the excess phosphorus oxychloride in vacuo
  3. customTriturate the residue in ice-water (400 mL)

Sources & evidence

ORD record
ord-ba0681111f0441e59ee860871cbd6cb3
Source dataset
uspto-grants-2006_07
Patent number
US07074929B2

Reaction notes

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