Hydrochloric Acid → HCID 9942683, compound

HRID 973612Notes

Reaction equation

HRID 973612 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 temperature and 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. customAfter removal of acetic and hydrochloric acids under high vacuum
  2. customthe residue is chromatographed (Opti-Up® C12 50%, water)
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-9e6cc456a1594546baa447331160c922
Source dataset
uspto-grants-1991_11
Patent number
US05064819

Reaction notes

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