2-Methoxyethylamine → HCID 70426473, compound

HRID 978918Notes

Reaction equation

HRID 978918 reaction equation
[Cl:1][C:2]1[C:11](Cl)=[CH:10][C:5]([NH:6][CH2:7][CH2:8][NH2:9])=[C:4]([N+:13]([O-:15])=[O:14])[CH:3]=1.[CH3:16][O:17][CH2:18][CH2:19][NH2:20]>>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([NH:6][CH2:7][CH2:8][NH2:9])=[CH:10][C:11]=1[NH:20][CH2:19][CH2:18][O:17][CH3:16]

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 54360568N-(4,5-dichloro-2-nitrophenyl)ethane-1,2-diamine

Product 1

HCID 70426473HCID 70426473, compound

Procedure

0.1 mole (28.6 g) of 4,5-dichloro-2-nitro-N-β-aminoethylaniline prepared in the 1st stage is heated for 4 h 30 min in 60 ml of 2-methoxyethylamine on a steam bath. After cooling and dilution with 200 ml of iced water, the precipitate is recrystallized from isopropanol. After being dissolved in a hot mixture of water and alcohol to which hydrochloric acid has been added, the expected product precipitates as a hydrochloride. It decomposes at 260°-265° C.

Workup

  1. temperatureAfter cooling
  2. customdilution with 200 ml of iced water, the precipitate is recrystallized from isopropanol
  3. dissolutionAfter being dissolved in a hot mixture of water and alcohol to which hydrochloric acid
  4. additionhas been added
  5. customthe expected product precipitates as a hydrochloride
  6. customdecomposes at 260°-265° C.

Sources & evidence

ORD record
ord-1d68ca8743e24264999996c8ddf44a3d
Source dataset
uspto-grants-1987_05
Patent number
US04666453

Reaction notes

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