Dimethylamine → P,P-bis(2,2-dimethyl-1-aziridinyl)-N,N-dimethylthiophosphinic amide

HRID 463633Notes

Reaction equation

HRID 463633 reaction equation
C([N:3]([CH2:6][CH3:7])[CH2:4]C)C.[P:8](Br)(Br)(Br)=[S:9].[CH3:13][C:14]1([CH3:17])[CH2:16][NH:15]1.[CH3:18][NH:19][CH3:20].[CH2:21]1COCC1>>[CH3:13][C:14]1([CH3:17])[CH2:16][N:15]1[P:8]([N:3]1[CH2:4][C:6]1([CH3:7])[CH3:21])(=[S:9])[N:19]([CH3:20])[CH3:18]

Participants

6

Reactant 5

HCID 674DimethylamineHCID 8028Tetrahydrofuran3×HCID 8471TriethylamineHCID 77530Phosphorothioic tribromideHCID 2272442,2-Dimethylaziridine

Product 1

HCID 19836619P,P-bis(2,2-dimethyl-1-aziridinyl)-N,N-dimethylthiophosphinic amideYield 65%

Procedure

In a similar manner 0.16 moles of triethylamine, 0.05 moles of PSBr3 and 150 milliliters of dried tetrahydrofuran are combined in a 250 milliliter round bottom flask which is thereafter treated with a first solution containing 0.10 moles of 2,2-dimethylaziridine in 20 milliliters of THF and a second solution containing 0.16 moles of dimethylamine in 25 millimeters of dried THF, to produce a slurry which after filtration, concentration of the filtrate and vacuum distillation affords about 65% yield of P,P-bis(2,2-dimethyl-1-aziridinyl)-N,N-dimethylthiophosphinic amide.

Workup

  1. additionwhich is thereafter treated with a first solution
  2. customto produce a slurry which
  3. filtrationafter filtration, concentration of the filtrate and vacuum distillation

Sources & evidence

ORD record
ord-decd575cb21e4d9594997b1490b87d86
Source dataset
uspto-grants-1985_10
Patent number
US04544501

Reaction notes

Loading…