Ethanol → N,N'-dimethyl-5-hexenimidamide hydrochloride

HRID 550527Notes

Reaction equation

HRID 550527 reaction equation
[ClH:1].[C:2](=[NH:10])(OC)[CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7].[CH3:11][NH2:12].[CH3:13]CO>CO>[ClH:1].[CH3:11][NH:12][C:2](=[N:10][CH3:13])[CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7]

Participants

5

Reactant 3

HCID 702EthanolHCID 6329MethylamineHCID 86630239Methyl 5-hexenimidoate hydrochloride

Product 1

HCID 86630240N,N'-dimethyl-5-hexenimidamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 5-hexenimidoate hydrochloride (4.63 g, 28 mmol, Prep. 1) in MeOH (20 ml) was added methylamine 8M in EtOH (142 mmol). The solution was heated to reflux for 6 h and stirred overnight at r.t. Volatiles were evaporated in vacuo to give 4.4 g of the title compound as pale yellow oil, which was used without further purification.

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux for 6 h
  3. customVolatiles were evaporated in vacuo

Sources & evidence

ORD record
ord-52e1610dfa0749678626037fccc38375
Source dataset
uspto-grants-2011_05
Patent number
US07947683B2

Reaction notes

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