1-Methylpiperazine → HCID 59349549, compound

HRID 415121Notes

Reaction equation

HRID 415121 reaction equation
Br[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>O>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:12]=[CH:11][C:9]([NH2:10])=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 220406544-(3-Bromopropoxy)-2-nitroaniline

Product 1

HCID 59349549HCID 59349549, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A 100 mL flask was charged with 4-(3-bromopropoxy)-2-nitroaniline (2.2 g, 8.02 mmol) and 4-methylpiperazine (10 mL) and stirred at 100° C. The reaction was monitored by LCMS and complete in 30 minutes. The reaction mixture was treated with water (100 mL) and sonicated in an ultrasonic bath. The resulting solid were filtered off and dried under reduced pressure to give 1.5 g of 4-(3-(4-methylpiperazin-1-yl)propoxy)-2-nitroaniline (60% yield). MS (EI): 295 (MH+).

Workup

  1. customsonicated in an ultrasonic bath
  2. filtrationThe resulting solid were filtered off
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-6de5295784f54487b7b9fa7bfdc7b83f
Source dataset
uspto-grants-2012_01
Patent number
US08088767B2

Reaction notes

Loading…