Methylamine → HCID 86746464, compound

HRID 1645935Notes

Reaction equation

HRID 1645935 reaction equation
CS[C:3]([NH:8][CH2:9][CH2:10][S:11][CH2:12][CH:13]=[C:14]([CH3:31])[CH2:15][CH2:16][CH:17]=[C:18]([CH3:30])[CH2:19][CH2:20][CH:21]=[C:22]([CH3:29])[CH2:23][CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])=[CH:4][N+:5]([O-:7])=[O:6].[CH3:32][NH2:33]>>[CH3:32][NH:33][C:3]([NH:8][CH2:9][CH2:10][S:11][CH2:12][CH:13]=[C:14]([CH3:31])[CH2:15][CH2:16][CH:17]=[C:18]([CH3:30])[CH2:19][CH2:20][CH:21]=[C:22]([CH3:29])[CH2:23][CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])=[CH:4][N+:5]([O-:7])=[O:6]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86746463HCID 86746463, compound

Product 1

HCID 86746464HCID 86746464, compoundYield 96.7%

Conditions

Temperature
20 °C

Procedure

2-Methylthio-1-nitro-2-[2-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-ylthio)ethylamino]ethylene [12.5 g, 26.8 mmol, prepared as described in Item a)] was dissolved in 40% methylamine solution (134 ml, 1.34 mol, 40% methanol solution) and stirred at 20° C. for 30 minutes. The reaction mixture was evaporated in vacuo to dryness. The remaining residue was chromatographed on silica gel, eluting with CH2Cl2 /MeOH (30:1) to afford 11.6 g (96.7%) of the desired compound, as a pale yellow oil.

Workup

  1. customThe reaction mixture was evaporated in vacuo to dryness
  2. customThe remaining residue was chromatographed on silica gel
  3. washeluting with CH2Cl2 /MeOH (30:1)

Sources & evidence

ORD record
ord-cd326ba3770b4d31b571a333c64eb096
Source dataset
uspto-grants-1993_01
Patent number
US05177102

Reaction notes

Loading…