Phosphorus oxychloride → HCID 15293562, compound

HRID 1289021Notes

Reaction equation

HRID 1289021 reaction equation
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:34]=[C:35]([O:37][CH:38]([CH3:40])[CH3:39])[CH:36]=1)[C:8]([NH:10][CH:11]([CH2:32][CH3:33])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH2:22][CH2:23][O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:14]=1)=O)([CH3:3])[CH3:2].O=P(Cl)(Cl)Cl>C(#N)C>[CH2:25]([O:24][CH2:23][CH2:22][O:21][C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][C:16]=1[O:19][CH3:20])[C:8]([C:7]1[CH:6]=[C:5]([O:4][CH:1]([CH3:3])[CH3:2])[CH:36]=[C:35]([O:37][CH:38]([CH3:40])[CH3:39])[CH:34]=1)=[N:10][CH:11]([CH2:32][CH3:33])[CH2:12]2)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 18925345HCID 18925345, compound

Product 1

HCID 15293562HCID 15293562, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

15.3 g of the product of step (v) and 12.4 g POCl3 in 250 ml acetonitrile are stirred for 5 hrs. under reflux. The reaction mixture is concentrated, the residue taken up in ethyl acetate and extracted with Na2CO3 solution and brine. The organic phase is dried over Na2SO4, filtered and evaporated and the residue purified chromatographically on silica gel (e 0.04-0.63 mm) to yield the title compound as an oil.

Workup

  1. temperatureunder reflux
  2. concentrationThe reaction mixture is concentrated
  3. extractionextracted with Na2CO3 solution and brine
  4. dry with materialThe organic phase is dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customthe residue purified chromatographically on silica gel (e 0.04-0.63 mm)

Sources & evidence

ORD record
ord-3fe90555de7c4e0c845d7c0c5c159d7a
Source dataset
uspto-grants-1998_05
Patent number
US05747506

Reaction notes

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