2-Methyl-2-thiopseudourea sulfate → 1-Amidino-4-piperidinepropionic acid

HRID 1376691Notes

Reaction equation

HRID 1376691 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:3][CH2:2]1.S(O)(O)(=O)=O.CS[C:19](=[NH:21])[NH2:20]>[OH-].[Na+]>[C:19]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:3][CH2:2]1)(=[NH:20])[NH2:21]

Participants

4

Reactant 2

HCID 752702-Methyl-2-thiopseudourea sulfateHCID 15208063-(Piperidin-4-yl)propanoic acid

Product 1

HCID 155835111-Amidino-4-piperidinepropionic acidYield 102.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

500 mg of 4-piperidinepropionic acid are added at 2° C. to a solution of 553 mg of S-methyl-isothiourea sulphate in 3.2 ml of 2N sodium hydroxide solution. After leaving to stand at room temperature overnight the separated crystals are filtered off, washed with water, acetone and ether and dried. There are obtained 600 mg of 1-amidino-4-piperidinepropionic acid, m.p. above 275° C.

Workup

  1. customAfter leaving
  2. filtrationthe separated crystals are filtered off
  3. washwashed with water, acetone and ether
  4. customdried

Sources & evidence

ORD record
ord-d487a31094b04c2992cce8bd5ec35ad6
Source dataset
uspto-grants-1997_09
Patent number
US05663297

Reaction notes

Loading…