1,1-Bis(methylthio)-2-nitroethylene → HCID 20559440, compound

HRID 224645Notes

Reaction equation

HRID 224645 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH2:12][N:13]([CH3:15])[CH3:14])[CH:9]=[CH:10][CH:11]=1.CS[C:18](SC)=[CH:19][N+:20]([O-:22])=[O:21]>>[CH3:15][N:13]([CH2:12][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][CH:9]=1)[O:5][CH2:4][CH2:3][CH2:2][NH:1][C:18]([NH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][N:13]([CH3:14])[CH3:15])[CH:7]=1)=[CH:19][N+:20]([O-:22])=[O:21])[CH3:14]

Participants

3

Reactant 2

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 129139503-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamine

Product 1

HCID 20559440HCID 20559440, compoundYield 61%

Procedure

3-(3-aminopropoxy)-N,N-dimethylbenzenemethanamine (1.09 g) and 1,1-bis(methylthio)-2-nitroethene (413 mg) were heated as an intimate mixture on a steam bath for 90 minutes. The resulting oil was washed with ether and purified by column chromatography on silica using 2% 0.88 ammonia in methanol to give the title compound as a pale yellow oil (0.74 g). Rf 0.30, silica/2% 0.88 ammonia in methanol.

Workup

  1. washThe resulting oil was washed with ether
  2. custompurified by column chromatography on silica using 2% 0.88 ammonia in methanol

Sources & evidence

ORD record
ord-9c660c0dc8704c16bee021a172792a8f
Source dataset
uspto-grants-1980_11
Patent number
US04233302

Reaction notes

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