2-Methoxyethylamine → 5-Chloro-N1-(2-methoxyethyl)-N3-methyl-2-nitro-1,3-benzenediamine

HRID 1606856Notes

Reaction equation

HRID 1606856 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5](Cl)[C:4]=1[N+:11]([O-:13])=[O:12].[CH3:14][O:15][CH2:16][CH2:17][NH2:18]>>[CH3:1][NH:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([NH:18][CH2:17][CH2:16][O:15][CH3:14])[C:4]=1[N+:11]([O-:13])=[O:12]

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 20071071HCID 20071071, compound

Product 1

HCID 198511585-Chloro-N1-(2-methoxyethyl)-N3-methyl-2-nitro-1,3-benzenediamine

Procedure

0.09 mole (20 g of 2-methylamino-4,6-dichloro nitrobenzene was added portionwise to 80 ml of 2-methoxyethyl amine preheated to 80° C. After 2 hours' heating, the reaction medium was diluted with 100 ml of ice water and the desired product precipitated out. After filtering, water washing then vacuum drying in the presence of P2O5, it was recrystallized from 96° ethanol. It melted at 93° C.

Workup

  1. custompreheated to 80° C
  2. temperatureAfter 2 hours' heating
  3. customthe desired product precipitated out
  4. filtrationAfter filtering
  5. dry with materialwater washing then vacuum drying in the presence of P2O5, it
  6. customwas recrystallized from 96° ethanol

Sources & evidence

ORD record
ord-d3c264f613b54c85a60194c974e79929
Source dataset
uspto-grants-1989_09
Patent number
US04863482

Reaction notes

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