Methanethiol → HCID 184591, compound

HRID 1590675Notes

Reaction equation

HRID 1590675 reaction equation
[N:1]1[CH:6]=[C:5]([CH2:7][NH:8][CH2:9][CH2:10][NH2:11])[CH:4]=[N:3][CH:2]=1.[N+:12]([CH:15]=[C:16](SC)SC)([O-:14])=[O:13].CS>C(O)C>[N:1]1[CH:6]=[C:5]([CH2:7][N:8]2[CH2:9][CH2:10][NH:11][C:16]2=[CH:15][N+:12]([O-:14])=[O:13])[CH:4]=[N:3][CH:2]=1

Participants

5

Reactant 3

HCID 878MethanethiolHCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 13910892N-(5-pyrimidinylmethyl)ethylenediamine

Product 1

HCID 184591HCID 184591, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(5-pyrimidinylmethyl)ethylenediamine (15.2 g), 1-nitro-2,2-bis(methylthio)ethylene (14.9 g) and ethanol (100 g) was refluxed with stirring until the generation of methylmercaptan ceased (for about 3 hours). The reaction mixture was cooled to room temperature, and the resultant crystals were collected by filtration. The crystals were washed with ethanol, and dried to give 1-(5-pyrimidinylmethyl)-2-(nitromethylene)imidazolidine (12.7 g) as pale yellow crystals. This product decomposes at 236° C.

Workup

  1. temperaturewas refluxed
  2. custom(for about 3 hours)
  3. filtrationthe resultant crystals were collected by filtration
  4. washThe crystals were washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-b1b7659b03a74c928f66af13a8d6cab9
Source dataset
uspto-grants-1993_04
Patent number
US05204360

Reaction notes

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