Hydrochloric Acid → Ethyl 2-methoxyethanecarboximidate hydrochloride

HRID 718156

Reaction equation

HRID 718156 reaction equation
[CH3:1][O:2][CH2:3][C:4]#[N:5].[ClH:6].[CH2:7]([OH:9])[CH3:8]>>[ClH:6].[CH3:1][O:2][CH2:3][C:4](=[NH:5])[O:9][CH2:7][CH3:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 74442Methoxyacetonitrile

Product 1

HCID 12816254Ethyl 2-methoxyethanecarboximidate hydrochlorideYield 44%

Procedure

2-Methoxyacetonitrile (1.0 g, 14.1 mmol) was dissolved in anhydrous ethanol (28.1 mL) under an atmosphere of Ar. The solution was cooled to 0° C., saturated with HCl gas, stirred for 6 h, allowed to warm to RT, and stirred for 6 h. The solvent was removed in vacuo to afford ethyl 2-methoxyacetimidate hydrochloride (1.0 g, 44.0%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 4.42 (q, J=7.0 Hz, 2H), 4.31 (s, 2H), 3.36 (s, 3H), 1.32 (t, J=7.0 Hz, 3H).

Workup

  1. stirringstirred for 6 h
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ec7fbdc5933f4e2d83f977476c6c146f
Source dataset
uspto-grants-2015_11
Patent number
US09193719B2

Linked notes

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