Ammonia → HCID 56981933, compound
Reaction equation
[P:1](Cl)(Cl)([S:3][CH2:4][CH2:5][CH3:6])=[O:2].C([N:11](CC)CC)C.[F:16][C:17]1([F:27])[C:21]([F:23])([F:22])[C:20]([F:25])([F:24])[CH2:19][CH:18]1[OH:26].N>CCCCCC.C(Cl)Cl>[P:1]([NH2:11])(=[O:2])([S:3][CH2:4][CH2:5][CH3:6])[O:26][CH:18]1[CH2:19][C:20]([F:24])([F:25])[C:21]([F:22])([F:23])[C:17]1([F:27])[F:16]Participants
Conditions
- Temperature
- 20 °C
Procedure
20 g (0.1 mol) of S-propyl dichlorothiophosphate are dissolved in 500 ml of hexane, and the solution is first treated, between 0° and -5° C., with 20 ml (0.14 mol) of triethylamine and then with 20 g (0.1 mol) of 2,2,3,3,4,4-hexafluorocyclopentan-1-ol, dissolved in 50 ml of methylene chloride. The mixture is stirred for 2 hours at 20° C., and ammonia is then passed in at 20° C. (DC check). To complete the reaction, the mixture is stirred for 24 hours at 20° C., the solid is filtered off, and the solvent is distilled off under reduced pressure. The residue is then purified further by filtration through silica gel (cyclohexane:ethyl acetate=7:3 parts by volume). After the solvent has been distilled off, 8.6 g (27% of theory) of O-(2,2,3,3,4,4-hexafluorocyclopentyl) S-propyl thiophosphoramidate of refractive index nD20 =1.4390 are obtained.
Workup
- customis then passed in at 20° C. (DC check)
- customthe reaction
- stirringthe mixture is stirred for 24 hours at 20° C.
- filtrationthe solid is filtered off
- distillationthe solvent is distilled off under reduced pressure
- filtrationThe residue is then purified further by filtration through silica gel (cyclohexane:ethyl acetate=7:3 parts by volume)
- distillationAfter the solvent has been distilled off
Sources & evidence
- ORD record
- ord-5a3eef971b734a838e0cbc9455981134
- Source dataset
- uspto-grants-1992_11
- Patent number
- US05164383
Reaction notes
Loading…