1,12-Dodecanediamine → N-[1-(Methylamino)-2-nitroethenyl]-1,12-dodecanediamine

HRID 1902848Notes

Reaction equation

HRID 1902848 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH2:14].[CH3:15][NH:16][C:17](SC)=[CH:18][N+:19]([O-:21])=[O:20]>O>[CH3:15][NH:16][C:17]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH2:14])=[CH:18][N+:19]([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 177271,12-DodecanediamineHCID 1235491-Methylthio-1-methylamino-2-nitroethylene

Product 1

HCID 86737710N-[1-(Methylamino)-2-nitroethenyl]-1,12-dodecanediamineYield 60%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1,12-diaminododecane (3 g) and N-methyl-1-(methylthio)-2-nitroethenamine (1.48 g) in water (50 ml) was stirred at room temperature for 20 hours. The solution was evaporated in vacuo and the residue chromatographed (silica/methanol). The appropriate eluate was evaporated to yield the title compound (1.8 g), mp. 123°-125°.

Workup

  1. customThe solution was evaporated in vacuo
  2. customthe residue chromatographed (silica/methanol)
  3. customThe appropriate eluate was evaporated

Sources & evidence

ORD record
ord-528e3df869bd4d94afb30b7acd4fe29e
Source dataset
uspto-grants-1982_12
Patent number
US04366164

Reaction notes

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