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Hydrochloric Acid → Methyl 4-methoxybenzimidate hydrochloride

HRID 1082080
Notes
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Reaction equation

HRID 1082080 reaction equation
[C:1](#[N:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[ClH:11].[CH3:12][OH:13]>>[ClH:11].[CH3:12][O:13][C:1](=[NH:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 701294-Methoxybenzonitrile

Product 1

HCID 12463133Methyl 4-methoxybenzimidate hydrochloride

Procedure

25 g of anisonitril was dissolved in 250 ml of methanol. After saturation with hydrogen chloride gas under cooling in ice-water and stirring, the solution was stirred at room temperature for 15 hours. Then, methanol was evaporated in vacuo. Ether was added to the residue and the crystals were filtered off and dried. Whereby 35.9 g of the desired substance was obtained as white crystals. Melting point is 111° to 112° C. (Decomposition).

Workup

  1. stirringthe solution was stirred at room temperature for 15 hours
  2. customThen, methanol was evaporated in vacuo
  3. additionEther was added to the residue
  4. filtrationthe crystals were filtered off
  5. customdried
  6. customWhereby 35.9 g of the desired substance was obtained as white crystals

Sources & evidence

ORD record
ord-26c65a2b4cc14bbc9ffd179597e54f51
Source dataset
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05589477

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes