Hydrochloric Acid → HCID 12270050, compound

HRID 718152Notes

Reaction equation

HRID 718152 reaction equation
[CH:1]1([C:7]#[N:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:9].[CH2:10]([OH:12])[CH3:11]>>[ClH:9].[CH:1]1([C:7](=[NH:8])[O:12][CH2:10][CH3:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 69834Cyanocyclohexane

Product 1

HCID 12270050HCID 12270050, compoundYield 100%

Procedure

Cyclohexanecarbonitrile (1.0 g, 9.2 mmol) was dissolved in anhydrous ethanol 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 cyclohexanecarbimidate hydrochloride (1.8 g, 100%) as a colorless solid. 1H NMR (400 MHz, DMSO-d6): δ 11.66 (m, 1H), 11.03 (m, 1H), 4.39 (q, J=7.0 Hz, 2H), 2.62 (m, 1H), 1.84 (d, J=12.6 Hz, 2H), 1.70-1.65 (m, 3H), 1.40-1.38 (m, 2H), 1.33 (t, J=7.0 Hz, 3H), 1.23-1.19 (m, 3H).

Workup

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

Sources & evidence

ORD record
ord-7564ee3ca0f44c619bd512953d889d74
Source dataset
uspto-grants-2015_11
Patent number
US09193719B2

Reaction notes

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