Hydrochloric Acid → Ethyl 4-methoxybenzimidate hydrochloride

HRID 855801Notes

Reaction equation

HRID 855801 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[ClH:11].[CH2:12]([OH:14])[CH3:13]>>[ClH:11].[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C:7](=[NH:8])[O:14][CH2:12][CH3:13])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 701294-Methoxybenzonitrile

Product 1

HCID 12270046Ethyl 4-methoxybenzimidate hydrochloride

Procedure

A cold solution (0° C.) of 4-methoxybenzonitrile (1.29 g, 9.59 mmol) in ethanol (30 mL) was saturated with dry HCl(g). The mixture was then stirred at room temperature for 2 days, after which FT-IR showed complete disappearance of the nitrile. The solution was concentrated to dryness, and further dried in vacuo. The ethyl 4-methoxybenzimidate hydrochloride thus obtained was used in the synthesis of compounds 152, 153 and 154.

Workup

  1. concentrationThe solution was concentrated to dryness
  2. customfurther dried in vacuo

Sources & evidence

ORD record
ord-ffcda03d2afa4743b9bc732dd7609900
Source dataset
uspto-grants-2007_08
Patent number
US07262223B2

Reaction notes

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