2-Methyl-2-thiopseudourea sulfate → HCID 20185723, compound

HRID 2051997Notes

Reaction equation

HRID 2051997 reaction equation
[OH:1][NH:2][CH2:3][CH2:4][CH2:5][P:6](=[O:9])([OH:8])[OH:7].S(O)(O)(=O)=O.CS[C:17](=[NH:19])[NH2:18]>[OH-].[Na+].O>[OH:1][N:2]([CH2:3][CH2:4][CH2:5][P:6](=[O:8])([OH:7])[OH:9])[C:17]([NH2:19])=[NH:18]

Participants

5

Reactant 2

HCID 752702-Methyl-2-thiopseudourea sulfateHCID 3421703-(Hydroxyamino)propylphosphonic acid

Product 1

HCID 20185723HCID 20185723, compoundYield 47.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 3-(N-hydroxyamino)propylphosphonic acid (1.64 g.) in 1N aqueous sodium hydroxide solution (10 ml.) and S-methylisothiourea sulfate (1.40 g.) in water (5 ml.) was heated to reflux for 1.5 hours and allowed to stand overnight at ambient temperature to give crystalline precipitates, which was collected by filtration and washed with water and then with ethanol to give 3-(1-hydroxyguanidino)propylphosphonic acid (690 mg.), mp: 244°-247° C. (dec.).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1.5 hours
  3. customto give crystalline precipitates, which
  4. filtrationwas collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-558457e2880449bba5c2a9e3a1723e3c
Source dataset
uspto-grants-1980_01
Patent number
US04182758

Reaction notes

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