1,1-Bis(methylthio)-2-nitroethylene → HCID 67939185, compound

HRID 622703Notes

Reaction equation

HRID 622703 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH:10][CH2:11][CH2:12][CH2:13][NH2:14])=[CH:5][N:4]=1)#[N:2].[N+:15]([CH:18]=[C:19](SC)SC)([O-:17])=[O:16]>C(O)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[CH2:11][CH2:12][CH2:13][NH:14][C:19]2=[CH:18][N+:15]([O-:17])=[O:16])=[CH:5][N:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 13933554HCID 13933554, compound

Product 1

HCID 67939185HCID 67939185, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(2-cyano-5-pyridylmethyl)trimethylenediamine (1.9 g), 1-nitro-2,2-bis(methylthio)ethylene (1.6 g) and ethanol (30 ml) was refluxed for 5 hours with stirring. The reaction mixture was cooled to room temperature. The precipitated crystals were collected by filtration, and washed with ethanol to give pale yellow 1-(2-cyano-5-pyridylmethyl)-2-(nitromethylene)tetrahydropyrimidine (1.6 g). mp. 214°-216° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-be278f85ee754a69b1dab2c3ce316d56
Source dataset
uspto-grants-1988_09
Patent number
US04772620

Reaction notes

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