2-Methoxyethylamine → 4-Chloro-2-(beta-methoxyethyl)amino-6-(beta-methoxyethyl)aminonitrobenzene

HRID 231382Notes

Reaction equation

HRID 231382 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[C:3]=1[N+:10]([O-:12])=[O:11].[CH3:13][O:14][CH2:15][CH2:16][NH2:17]>>[Cl:8][C:6]1[CH:5]=[C:4]([NH:17][CH2:16][CH2:15][O:14][CH3:13])[C:3]([N+:10]([O-:12])=[O:11])=[C:2]([NH:17][CH2:16][CH2:15][O:14][CH3:13])[CH:7]=1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 292282,4,6-Trichloronitrobenzene

Product 1

HCID 200710824-Chloro-2-(beta-methoxyethyl)amino-6-(beta-methoxyethyl)aminonitrobenzene

Conditions

Temperature
80 °C

Procedure

0.2 mole (45.3 g) of 2,4,6-trichloronitrobenzene is added in portions to 180 ml of 2-methoxyethylamine heated to 80° C., with stirring. Heating is continued for 2 hours 30 minutes after the addition is complete. The reaction medium is diluted with 180 ml of ice-cold water. The product expected precipitates. It is drained, washed with water and dried under vacuum at 60° C. in the presence of phosphorous pentoxide. Recrystallized from 96° ethanol, it melts at 90° C.

Workup

  1. temperatureHeating
  2. additionafter the addition
  3. customThe product expected precipitates
  4. washwashed with water
  5. dry with materialdried under vacuum at 60° C. in the presence of phosphorous pentoxide
  6. customRecrystallized from 96° ethanol, it melts at 90° C.

Sources & evidence

ORD record
ord-721fdc259ca644909789e00f41a412c9
Source dataset
uspto-grants-1989_07
Patent number
US04845293

Reaction notes

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