Piperidine → O,S-Dimethyl 1-Piperidinylcarbonylphosphoramidothioate

HRID 465298Notes

Reaction equation

HRID 465298 reaction equation
[P:1](=[O:9])([N:6]=[C:7]=[O:8])([S:4][CH3:5])[O:2][CH3:3].[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>CCOCC>[N:10]1([C:7]([NH:6][P:1](=[O:9])([S:4][CH3:5])[O:2][CH3:3])=[O:8])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 14879948O,S-dimethyl phosphoroisocyanatidothioate

Product 1

HCID 19873990O,S-Dimethyl 1-Piperidinylcarbonylphosphoramidothioate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 6.0 grams (g) of O,S-dimethyl phosphoroisocyanatidothioate in 100 milliliters (ml) of ether was cooled to 0° C. and to this was added dropwise with stirring 3.1 g of piperidine. A precipitate began to form almost immediately and after one hour this precipitate was collected by filtration and extracted with ether. It was then recrystallized from toluene-hexane to obtain the title compound as white crystals melting at 96° C.

Workup

  1. additionto this was added dropwise
  2. customto form almost immediately and after one hour this precipitate
  3. filtrationwas collected by filtration
  4. extractionextracted with ether
  5. customIt was then recrystallized from toluene-hexane

Sources & evidence

ORD record
ord-452fd9f5f47346f1936dbfed9e5ca2b3
Source dataset
uspto-grants-1992_10
Patent number
US05153184

Reaction notes

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