Phosphorus trichloride → HCID 19848508, compound

HRID 1608126Notes

Reaction equation

HRID 1608126 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][S:6][CH2:5][CH:4]1[CH2:9][CH:10]([CH3:12])[CH3:11])=O.[P:13]([OH:16])([OH:15])[OH:14].P(Cl)(Cl)Cl>O>[CH2:9]([CH:4]1[CH2:5][S:6][CH2:7][CH2:8][N:3]1[CH:1]([P:13](=[O:14])([OH:16])[OH:15])[P:13](=[O:16])([OH:15])[OH:14])[CH:10]([CH3:12])[CH3:11]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 107909Phosphorous acidHCID 19848479HCID 19848479, compound

Product 1

HCID 19848508HCID 19848508, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of N-formyl-3-isobutyl-thiomorpholine (18.7 g) and phosphorous acid (16.4 g) was heated at 100° C. for 2 hours. Phosphorus trichloride (30 ml) was added dropwise with stirring, and after reflux for 3 hours water (180 ml) was added slowly. The mixture was refluxed for 1 hour and filtered. Evaporation of the filtrate gave a residue which was triturated with ethanol to yield a crystalline compound which was isolated by filtration. M.p.: 237°-238° C. (dec.).

Workup

  1. additionwas added slowly
  2. temperatureThe mixture was refluxed for 1 hour
  3. filtrationfiltered
  4. customEvaporation of the filtrate
  5. customgave a residue which
  6. customwas triturated with ethanol
  7. customto yield a crystalline compound which
  8. customwas isolated by filtration

Sources & evidence

ORD record
ord-54bc1e7a4dd248838c93333997444b92
Source dataset
uspto-grants-1989_09
Patent number
US04870063

Reaction notes

Loading…