Hydrochloric Acid → HCID 9942683, compound

HRID 729139Notes

Reaction equation

HRID 729139 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][P:5]([CH:8](OCC)OCC)(=[O:7])[OH:6].[CH2:15]([SH:18])[CH2:16][SH:17].Cl>C(O)(=O)C>[NH2:1][CH2:2][CH2:3][CH2:4][P:5]([CH:8]1[S:18][CH2:15][CH2:16][S:17]1)(=[O:7])[OH:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 109021,2-EthanedithiolHCID 107699P-(3-Aminopropyl)-P-diethoxymethylphosphinic acid

Product 1

HCID 9942683HCID 9942683, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 0.90 g (4.0 mmol) of 3-aminopropyl(diethoxymethyl)phosphinic acid in 10 ml of glacial acetic acid at 0° there are added 0.38 ml (4,4 mmol) of ethane-1 2-dithiol, followed by addition of 2 ml of concentrated hydrochloric acid over a period of 5 min. The mixture is allowed to warm to room temperatureand is then stirred for 18 hours. After removal of acetic and hydrochloric acids under high vacuum, the residue is chromatographed (Opti-Up® C12 50%, water) and recrystallized from methanol to yield 3-aminopropyl(1,3-dithiolan-2-yl)phosphinic acid, m.p. 272°-274°.

Workup

  1. temperatureto warm to room temperatureand
  2. customAfter removal of acetic and hydrochloric acids under high vacuum
  3. customthe residue is chromatographed (Opti-Up® C12 50%, water)
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-034d2520cb4345009bcfc20c35b7543a
Source dataset
uspto-grants-1991_09
Patent number
US05051524

Reaction notes

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