Phosphorus oxychloride → HCID 11403413, compound

HRID 1279262Notes

Reaction equation

HRID 1279262 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=O)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([NH:12][CH:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])[CH:3]=1.O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:6]1[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([NH:12][CH:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])[CH:3]=[C:2]([CH3:1])[N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 11391503HCID 11391503, compound

Product 1

HCID 11403413HCID 11403413, compound

Procedure

6-Methyl-3-nitro-4-(1-propylbutylamino)pyridone (3.7 g, 13.84 mmol), was treated with POCl3 (14 mL) at 25° C. for 20 h. Then it was poured into ice/water (200 mL) and extracted with EtOAc (300 mL). The EtOAc was washed with water, brine, dried (MgSO4) and stripped in vacuo. The residue was chromatographed on silica gel (20% EtOAc/hexanes eluting solvent) to give the product (3.3 g).

Workup

  1. extractionextracted with EtOAc (300 mL)
  2. washThe EtOAc was washed with water, brine
  3. dry with materialdried (MgSO4)
  4. customThe residue was chromatographed on silica gel (20% EtOAc/hexanes eluting solvent)

Sources & evidence

ORD record
ord-4455ec7fc6704c8884460443e23bb19c
Source dataset
uspto-grants-2002_09
Patent number
US06448261B1

Reaction notes

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