Nitrogen mustard hydrochloride → 4-(2-Butoxyphenyl)-1-methylpiperazine

HRID 1708385Notes

Reaction equation

HRID 1708385 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:12])[CH2:2][CH2:3][CH3:4].Cl.Cl[CH2:15][CH2:16][N:17]([CH2:19][CH2:20]Cl)[CH3:18]>ClC1C=CC=CC=1>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]1[CH2:20][CH2:19][N:17]([CH3:18])[CH2:16][CH2:15]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 5935Nitrogen mustard hydrochlorideHCID 1382652-Butoxyaniline

Product 1

HCID 189587724-(2-Butoxyphenyl)-1-methylpiperazineYield 99%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A stirred solution of 2-butoxybenzenamine (6.50 g) in chlorobenzene (50 ml) was treated with 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride (7.70 g) according to the method of Intermediate 40. Concentration in vacuo of the dichloromethane extracts gave the title compound as a red oil (9.67 g).

Workup

  1. concentrationConcentration in vacuo of the dichloromethane extracts

Sources & evidence

ORD record
ord-8fd85a8eb43243149d0d1916c1f52a82
Source dataset
uspto-grants-1994_10
Patent number
US05358948

Reaction notes

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