Aniline → N1-Benzyl-N2-phenylethane-1,2-diamine hydrochloride

HRID 581808Notes

Reaction equation

HRID 581808 reaction equation
Cl.[CH2:2]([NH:9][CH2:10][CH2:11][Cl:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C=CC=CC=1>[ClH:12].[CH2:2]([NH:9][CH2:10][CH2:11][NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 13054189Benzenemethanamine, N-(2-chloroethyl)-, hydrochloride (1:1)

Product 1

HCID 12366334N1-Benzyl-N2-phenylethane-1,2-diamine hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 13 (8.618 g, 42.0 mmol) and aniline (11.75 g, 126 mmol) in toluene (40 niL) was heated to 130° C. (1.5 h). The mixture was triturated with dichloromethane (200 mL) and filtered. Recrystallization from ethanol (220 mL) afforded the title compound 14 as white crystals.

Workup

  1. customThe mixture was triturated with dichloromethane (200 mL)
  2. filtrationfiltered
  3. customRecrystallization from ethanol (220 mL)

Sources & evidence

ORD record
ord-5d57463423324e5d98f7f4f2427b6858
Source dataset
uspto-grants-1999_07
Patent number
US05922722

Reaction notes

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