2-Methoxyethylamine → HCID 19778840, compound

HRID 2081892Notes

Reaction equation

HRID 2081892 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1Cl)([O-:3])=[O:2].[CH3:15][O:16][CH2:17][CH2:18][NH2:19]>O>[N+:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:5]=1[NH:19][CH2:18][CH2:17][O:16][CH3:15])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 789184-Chloro-3,5-dinitrotoluene

Product 1

HCID 19778840HCID 19778840, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.05 mol (10.8 g) of 2,6-dinitro-4-methylchlorobenzene is added gradually, in the course of 10 minutes, whilst stirring, to 25 ml of methoxyethylamine, the reaction medium being cooled as necessary so as not to exceed 50° C. When the addition has ended, the stirring is maintained for 5 minutes and the reaction medium is then poured into 100 ml of iced water. The expected product precipitates. It is filtered off, washed with water and recrystallised from ethanol. After drying in vacuo, it melts at 75° C.

Workup

  1. temperaturethe reaction medium being cooled as necessary so as not
  2. customto exceed 50° C
  3. additionWhen the addition
  4. temperaturethe stirring is maintained for 5 minutes
  5. customThe expected product precipitates
  6. filtrationIt is filtered off
  7. washwashed with water
  8. customrecrystallised from ethanol
  9. customAfter drying in vacuo, it melts at 75° C.

Sources & evidence

ORD record
ord-4b192830756d4847aac1449ff6127fb0
Source dataset
uspto-grants-1993_02
Patent number
US05186717

Reaction notes

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