Phosphorus oxychloride → HCID 10338985, compound

HRID 1647455Notes

Reaction equation

HRID 1647455 reaction equation
[C:1]([C:6]1[C:15](=O)[C:14]2[C:9](=[CH:10][C:11]([CH2:17][O:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:12][CH:13]=2)[NH:8][CH:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)([Cl:29])=O>>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Cl:29])=[CH:13][CH:12]=[C:11]([CH2:17][O:18][C:19](=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:10]=2)(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 10337874HCID 10337874, compound

Product 1

HCID 10338985HCID 10338985, compound

Procedure

3-Butyryl-7-benzoyloxymethyl-4(1H)-quinolone (10.42 g, 29.8 mmol) and phosphoryl chloride (60 ml) were refluxed for 1 hour, then evaporated, and the residue poured onto ice (300 g) with stirring. After neutralising with concentrated ammonia, the product was extracted into chloroform and the solution dried (Na2SO4) and evaporated to a solid. Trituration with ether gave the title compound (9.76 g), m.p. 66°-8°.

Workup

  1. customevaporated
  2. additionthe residue poured onto ice (300 g)
  3. extractionthe product was extracted into chloroform
  4. dry with materialthe solution dried (Na2SO4)
  5. customevaporated to a solid

Sources & evidence

ORD record
ord-048be3c0b8c249918651db8beff2afff
Source dataset
uspto-grants-1995_07
Patent number
US05432182

Reaction notes

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