Dimethylformamide → HCID 70508504, compound

HRID 1388854Notes

Reaction equation

HRID 1388854 reaction equation
[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:7][CH2:6]1)(=[NH:4])[NH2:3].[C:16]1([SH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(N=C=NC2CCCCC2)CCCCC1.CN(C)C=O>C(O)(C)(C)C>[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([O:15][S:22][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:14])[CH2:7][CH2:6]1)(=[NH:3])[NH2:4]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7969ThiophenolHCID 10868DicyclohexylcarbodiimideHCID 155835121-Amidino-4-piperidinepropionic acid hydrochloride

Product 1

HCID 70508504HCID 70508504, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A mixture of 2.4 g of 1-amidino-4-piperidinepropionic acid hydrochloride, 1.1 g of thiophenol, 2.1 g of dicyclohexylcarbodiimide and 15 ml of dry dimethylformamide was stirred at room temperature for 17 hours. After removal of any insoluble materials, the solvent was removed. The residue was washed with ether and then with t-butanol to obtain 1.2 g (yield: 36.4%) of phenylthio 1-amidino-4-piperidinepropionate hydrochloride as colorless crystals having a melting point of 168° to 170° C.

Workup

  1. customAfter removal of any insoluble materials
  2. customthe solvent was removed
  3. washThe residue was washed with ether

Sources & evidence

ORD record
ord-a93b232feddd4d70bcf5803ea7e901b0
Source dataset
uspto-grants-1984_02
Patent number
US04433152

Reaction notes

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