Methyl 2-chloroethanimidate--hydrogen chloride (1/1) → 2-(4-Methoxyiminopiperidin-1-yl)-2-iminoethylchloride hydrochloride

HRID 622416Notes

Reaction equation

HRID 622416 reaction equation
[CH3:1][O:2][N:3]=[C:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.Cl.[Cl:11][CH2:12][C:13](=[NH:16])OC>CO>[ClH:11].[CH3:1][O:2][N:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:13](=[NH:16])[CH2:12][Cl:11])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 12680765Methyl 2-chloroethanimidate--hydrogen chloride (1/1)HCID 14878799Piperidin-4-one O-methyl-oxime

Product 1

HCID 212929772-(4-Methoxyiminopiperidin-1-yl)-2-iminoethylchloride hydrochlorideYield 150.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2 ml of a methanolic solution containing 1.064 g of 4-methoxyiminopiperidine was added to a solution of 1.195 g of methyl 2-chloroacetimidate hydrochloride in 4 ml of absolute methanol, and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was distilled off and the concentrate was mixed with anhydrous ether. The crystals which separated out were collected by filtration and washed with ether, giving 1.5 g of 2-(4-methoxyiminopiperidin-1-yl)-2-iminoethylchloride hydrochloride.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionthe concentrate was mixed with anhydrous ether
  4. customThe crystals which separated out
  5. filtrationwere collected by filtration
  6. washwashed with ether

Sources & evidence

ORD record
ord-93311c753ea14e8d9157c34a0868a8d4
Source dataset
uspto-grants-1988_09
Patent number
US04771046

Reaction notes

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