Piperidine → O,S-Dimethyl 1-Piperidinylcarbonylphosphoramidothioate

HRID 1461228Notes

Reaction equation

HRID 1461228 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 1 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 1 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-6686521bf12b45dbbaad8e7f288602f7
Source dataset
uspto-grants-1991_12
Patent number
US05075293

Reaction notes

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