Methylamine → 1-Methylthio-1-methylamino-2-nitroethylene

HRID 436850Notes

Reaction equation

HRID 436850 reaction equation
[CH3:1][NH2:2].[CH3:3][S:4]([C:6](SC)=[CH:7][N+:8]([O-:10])=[O:9])=O>CO>[CH3:3][S:4][C:6]([NH:2][CH3:1])=[CH:7][N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 544870941-Nitro2-methylthio-2-methylsulphinylethylene

Product 1

HCID 1235491-Methylthio-1-methylamino-2-nitroethyleneYield 54.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution in methanol (100 ml) of methylamine (9.4 g) was added dropwise over 10 minutes to a stirred solution in methanol (500 ml) at 25°-30° of 1-methylsulphinyl-1-methylthio-2-nitroethylene (18.1 g). T.L.C. analysis indicated immediate complete disappearance of the sulphoxide. Evaporation of the reaction mixture yielded an oily solid which, on recrystallisation from isopropanol gave the title product (8.1 g) m.p. 113°-113.5°.

Workup

  1. customEvaporation of the reaction mixture
  2. customyielded an oily solid which
  3. customon recrystallisation from isopropanol

Sources & evidence

ORD record
ord-11c7ea6f52e841a3865678edcbd71e80
Source dataset
uspto-grants-1977_06
Patent number
US04028379

Reaction notes

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