Phosphorus oxychloride → HCID 23362616, compound

HRID 1081523Notes

Reaction equation

HRID 1081523 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:21]=[C:20](O)[C:19]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:18][N:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].P(Cl)(Cl)([Cl:30])=O>>[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[N:21]=[C:20]([Cl:30])[C:19]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:18][N:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178443713HCID 178443713, compound

Product 1

HCID 23362616HCID 23362616, compound

Procedure

Four (4) g of the above Compound C was mixed with 20 ml of phosphoryl chloride, and the mixture was refluxed for 30 minutes. Then, the phosphoryl chloride was recovered, and the residue was poured into water. After neutralization with potassium carbonate, the system was extracted with dichloromethane and the extract was dried with sodium sulfate. After distilling the solvent off, the extract was purified by means of column chromatography to provide 3.9 g of 2(4-octyloxyphenyl)-4-chloro-5-ethoxycarbonylpyrimidine (Compound D).

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. customThen, the phosphoryl chloride was recovered
  3. additionthe residue was poured into water
  4. extractionAfter neutralization with potassium carbonate, the system was extracted with dichloromethane
  5. dry with materialthe extract was dried with sodium sulfate
  6. distillationAfter distilling the solvent off, the extract
  7. customwas purified by means of column chromatography

Sources & evidence

ORD record
ord-575ce744aca04a86b3a73d9c46e79b67
Source dataset
uspto-grants-1996_12
Patent number
US05587106

Reaction notes

Loading…