Phosphorus sulfide (P2S5) → HCID 57162728, compound

HRID 1380827Notes

Reaction equation

HRID 1380827 reaction equation
[P:1]([S:20][CH2:21][CH2:22][CH3:23])([O:17][CH2:18][CH3:19])([S:3][CH2:4][C:5]1[CH:10]=[C:9]([O:11][CH2:12][CH3:13])[N:8]=[C:7]([O:14][CH2:15][CH3:16])[N:6]=1)=O.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:25]>C1(C)C=CC=CC=1>[P:1]([O:17][CH2:18][CH3:19])([S:20][CH2:21][CH2:22][CH3:23])([S:3][CH2:4][C:5]1[CH:10]=[C:9]([O:11][CH2:12][CH3:13])[N:8]=[C:7]([O:14][CH2:15][CH3:16])[N:6]=1)=[S:25]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 57294779HCID 57294779, compound

Product 1

HCID 57162728HCID 57162728, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

2 g (0.053 mol) of O-ethyl S-(2,6-diethoxy-4-pyrimidinylmethyl) S-(n-propyl) dithiophosphate (see Example 2) and 0.3 g (0.0145 mol) of phosphorus pentasulphide in 10 ml of toluene are left at 60° C. for 16 hours. The mixture is then diluted with 50 ml of toluene and the solution is washed once with 0.5N hydrochloric acid and twice with saturated sodium chloride solution. The solvent is subsequently removed by evaporation under reduced pressure and the resulting crude product is purified by chromatography on silica gel with 15% diethyl ether in n-hexane. There is obtained O-ethyl S-(2,6-diethoxy-4-pyrimidinylmethyl) S-(n-propyl) trithiophosphate as a yellow oil, nD23 1.5648.

Workup

  1. washthe solution is washed once with 0.5N hydrochloric acid and twice with saturated sodium chloride solution
  2. customThe solvent is subsequently removed by evaporation under reduced pressure
  3. customthe resulting crude product is purified by chromatography on silica gel with 15% diethyl ether in n-hexane

Sources & evidence

ORD record
ord-e98173bf276e4a9996d531448af6536a
Source dataset
uspto-grants-1986_04
Patent number
US04584295

Reaction notes

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