Hydrogen Bromide → HCID 86737082, compound

HRID 2057497Notes

Reaction equation

HRID 2057497 reaction equation
C([CH:3]([C:26]([OH:28])=[O:27])[N:4]([CH2:15][P:16]([S:22][CH:23]([CH3:25])[CH3:24])([S:18][CH:19]([CH3:21])[CH3:20])=[S:17])[C:5](OCC1C=CC=CC=1)=O)C.Br.[CH2:30](OCC)C>C(O)(=O)C>[CH2:5]([N:4]([CH2:15][P:16]([S:22][CH:23]([CH3:25])[CH3:24])([S:18][CH:19]([CH3:21])[CH3:20])=[S:17])[CH2:3][C:26]([OH:28])=[O:27])[CH3:30]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 20330648HCID 20330648, compound

Product 1

HCID 86737082HCID 86737082, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl-N-[bis(isopropylthio)phosphinothioylmethyl]-N-(benzyloxycarbonyl)glycine (4.0 g.) was dissolved in 10 ml. of 35% hydrobromic acid in acetic acid for one hour. Diethyl ether was added and a viscous oil precipitated. The ether was decanted and the precipitate washed with diethyl ether an additional three times. The precipitate was dissolved in acetonitrile and excess propylene oxide added. After about 5 minutes, the solution was concentrated in vacuo to yield ethyl-N-[bis(isopropylthio)phosphinothioylmethyl]glycine (0.95 g.) as an oil, ND25 =1.5524. The compound gave the following analysis.

Workup

  1. customa viscous oil precipitated
  2. customThe ether was decanted
  3. washthe precipitate washed with diethyl ether an additional three times
  4. dissolutionThe precipitate was dissolved in acetonitrile
  5. additionexcess propylene oxide added
  6. concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-ec490abfe65b40a79e80fd53cd8aadd7
Source dataset
uspto-grants-1980_07
Patent number
US04211548

Reaction notes

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