Hydrogen Bromide → HCID 86737081, compound

HRID 2057496Notes

Reaction equation

HRID 2057496 reaction equation
C([CH:3]([C:32]([OH:34])=[O:33])[N:4]([CH2:15][P:16]([S:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([S:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[S:17])[C:5](OCC1C=CC=CC=1)=O)C.Br.[CH2:36](OCC)C>C(O)(=O)C>[CH2:5]([N:4]([CH2:15][P:16]([S:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([S:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[S:17])[CH2:3][C:32]([OH:34])=[O:33])[CH3:36]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 20330636HCID 20330636, compound

Product 1

HCID 86737081HCID 86737081, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl-N-[bis(phenylthio)phosphinothioylmethyl]-N-(benzyloxycarbonyl)glycine (2.3 g.) was dissolved in 10 ml. of 35% hydrobromic acid in acetic acid and stirred for approximately one hour. Diethyl ether was added to precipitate the hydrobromide salt of the desired compound. The hydrobromide salt was washed an additional three times with diethyl ether. The oily residue was then dissolved in benzene and treated with excess propylene oxide and the resulting solution concentrated in vacuo to yield ethyl-N-[bis(phenylthio)phosphinothioylmethyl]-glycine as an oil, ND25 =1.413.

Workup

  1. customto precipitate the hydrobromide salt of the desired compound
  2. washThe hydrobromide salt was washed an additional three times with diethyl ether
  3. dissolutionThe oily residue was then dissolved in benzene
  4. additiontreated with excess propylene oxide
  5. concentrationthe resulting solution concentrated in vacuo

Sources & evidence

ORD record
ord-53462716ac6143e78dfd65dbf8b159ad
Source dataset
uspto-grants-1980_07
Patent number
US04211548

Reaction notes

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