Hydrochloric Acid → Benzenecarboximidic acid, 3-acetyl-, ethyl ester, hydrochloride

HRID 1262642Notes

Reaction equation

HRID 1262642 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9](=[O:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1)#[N:2].[CH2:12]([OH:14])[CH3:13].[ClH:15]>C1(C)C=CC=CC=1>[ClH:15].[CH2:12]([O:14][C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9](=[O:11])[CH3:10])[CH:4]=1)=[NH:2])[CH3:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 802223-Acetylbenzonitrile

Product 1

HCID 12289426Benzenecarboximidic acid, 3-acetyl-, ethyl ester, hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To an ice-water cooled solution of 29 g. (0.2 mole) of m-cyanoacetophenone in 375 ml. of dry toluene, containing 13 ml. (0.2 mole) of absolute ethanol, is bubbled a stream of hydrogen chloride gas for 2 hours. The solution is allowed to stand in a cold room overnight. The precipitate which forms is collected to give 34 g. of product. A small amount is recrystallized from ethanol (petroleum ether is added to initiate precipitation) to afford a sample with a melting point of 130°-132°.

Workup

  1. customto stand in a cold room overnight
  2. customThe precipitate which forms is collected
  3. customto give 34 g
  4. customA small amount is recrystallized from ethanol (petroleum ether is added to initiate precipitation)
  5. customto afford a sample with a melting point of 130°-132°

Sources & evidence

ORD record
ord-be84c56f3b08457c8dca6ddd392d27b9
Source dataset
uspto-grants-1984_06
Patent number
US04452985

Reaction notes

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