1-Methylthio-1-methylamino-2-nitroethylene → N-[2-[[5-(Dimethylaminomethyl)-4-methyl-2-furanylmethyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine

HRID 1577506Notes

Reaction equation

HRID 1577506 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][N:12]([CH3:14])[CH3:13])=[C:8]([CH3:15])[CH:7]=1.[CH3:16][NH:17][C:18](SC)=[CH:19][N+:20]([O-:22])=[O:21]>>[CH3:13][N:12]([CH2:11][C:9]1[O:10][C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:18]([NH:17][CH3:16])=[CH:19][N+:20]([O-:22])=[O:21])=[CH:7][C:8]=1[CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 1235491-Methylthio-1-methylamino-2-nitroethyleneHCID 131251172-[(5-Dimethylaminomethyl-4-methyl-2-furyl)methylthio]ethylamine

Product 1

HCID 67883984N-[2-[[5-(Dimethylaminomethyl)-4-methyl-2-furanylmethyl]thio]ethyl]-N'-methyl-2-nitro-1,1-ethenediamineYield 27.2%

Procedure

A mixture of 5-[[2-(amino)-ethyl]thio]methyl-N,N,3-trimethyl-2-furanmethanamine (1.15 g) and N-methyl-1-(methylthio)-2-nitroethenamine (0.76 g) was heated in vacuo for 4 hours. The reaction mixture was purified by column chromatography (silica/methanol:0.88 ammonia 79:1) affording the title compound (0.45 g).

Workup

  1. temperaturewas heated in vacuo for 4 hours
  2. customThe reaction mixture was purified by column chromatography (silica/methanol:0.88 ammonia 79:1)

Sources & evidence

ORD record
ord-01c2d65ab8a6412787cb841a2b696dd8
Source dataset
uspto-grants-1981_09
Patent number
US04288443

Reaction notes

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