Hydrochloric Acid → HCID 12944280, compound

HRID 1277377Notes

Reaction equation

HRID 1277377 reaction equation
Cl.[Cl-].[CH:3]([NH2+:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([C:24]([NH2:26])=[O:25])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([CH3:5])[CH3:4]>C(OCC)C>[CH:3]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([C:24]([NH2:26])=[O:25])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23453826HCID 23453826, compound

Product 1

HCID 12944280HCID 12944280, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 4.9 g. of N-isopropyl-5-cyano-5-(1,1'-biphenyl-2-yl)pentylaminium chloride in 18.0 g. of conc. sulfuric acid containing 2.0 g. of water was heated at 100° C. for three hours. After cooling the reaction mixture to 5° C., the mixture was made alkaline by the addition of 10% sodium hydroxide. The alkaline solution was extracted several times with diethyl ether, and the ethereal extracts were combined, washed with water, dried, and the solvent was removed by evaporation to provide the product as a solid. The solid was dissolved in fresh diethyl ether and converted to thehydrochloride salt by the addition of hydrogen chloride. Crystallization ofthe salt from ethanol and diethyl ether afforded 3.7 g. of N-isopropyl-5-aminocarbonyl-5-(1,1'-biphenyl-2-yl)pentylaminium chloride. M.P. 2.5°-217° C.

Workup

  1. customCrystallization ofthe salt from ethanol and diethyl ether
  2. customafforded 3.7 g

Sources & evidence

ORD record
ord-22edc47731514e93bb0d8ec3510008c2
Source dataset
uspto-grants-1981_07
Patent number
US04277471

Reaction notes

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