Ammonia → 4-Methoxybenzamidine Hydrochloride

HRID 1082081

Reaction equation

HRID 1082081 reaction equation
[ClH:1].CO[C:4](=[NH:13])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.[NH3:14]>CO>[ClH:1].[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:4]([NH2:13])=[NH:14])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12463133Methyl 4-methoxybenzimidate hydrochloride

Product 1

HCID 123262194-Methoxybenzamidine Hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

35.9 g of 4-methoxybenzimidic acid methylester hydrochloride was dissolved in 300 ml of methanol. After saturation with ammonia gas under cooling in ice-water and stirring, the solution was stirred at room temperature for 15 hours. Then, methanol was evaporated in vacuo. Ethyl acetate was added to the residue. The precipitated crystals were filtered off and dried. Whereby 30.9 g of the desired substance was obtained as white crystals. Melting point is 220° to 221° C.

Workup

  1. stirringthe solution was stirred at room temperature for 15 hours
  2. customThen, methanol was evaporated in vacuo
  3. additionEthyl acetate was added to the residue
  4. filtrationThe precipitated crystals were filtered off
  5. customdried
  6. customWhereby 30.9 g of the desired substance was obtained as white crystals

Sources & evidence

ORD record
ord-3445fba12d2a4bb7b66b3f276e7d1fab
Source dataset
uspto-grants-1996_12
Patent number
US05589477

Linked notes

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