Methylamine → N-[[[2-[[5-(Dimethylaminomethyl)-3-thienylmethyl]thio]ethyl]amino](methylamino)methylene]methanesulphonamide

HRID 851113Notes

Reaction equation

HRID 851113 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:7]=[C:8]([CH2:11][N:12]([CH3:14])[CH3:13])[S:9][CH:10]=1.CS[C:17](=[N:20][S:21]([CH3:24])(=[O:23])=[O:22])SC.[CH3:25][NH2:26]>C(O)C>[CH3:13][N:12]([CH2:11][C:8]1[S:9][CH:10]=[C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:17]([NH:26][CH3:25])=[N:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH:7]=1)[CH3:14]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 129265012-[(5-Dimethylaminomethyl-3-thienyl)methylthio]ethylamineHCID 13449843N-[bis(methylsulfanyl)methylidene]methanesulfonamide

Product 1

HCID 178485212N-[[[2-[[5-(Dimethylaminomethyl)-3-thienylmethyl]thio]ethyl]amino](methylamino)methylene]methanesulphonamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
60 °C

Procedure

A mixture of 4-[[2-(amino)ethyl]thio]methyl-N,N-dimethyl-2-thiophenemethanamine (0.4 g) and S,S'-dimethyl-N- (methylsulphonyl)-dithio-carbonimidic acid (0.35 g) in ethanol (10 ml) was heated at 60° C. for 1 hour. A 33% solution of methylamine in ethanol (10 ml) was added and the mixture was stirred for 20 h. The solvent was evaporated in vacuo and the residue was purified by column chromatography on silica using methanol to give the title compound (0.5 g) as an amber gum.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was purified by column chromatography on silica

Sources & evidence

ORD record
ord-97646e3e2fd1497fba083247533837ea
Source dataset
uspto-grants-1983_05
Patent number
US04382929

Reaction notes

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