Ammonia → p-(1-Trifluoromethyl-heptyloxy)-benzamidine hydrochloride

HRID 485983Notes

Reaction equation

HRID 485983 reaction equation
[F:1][C:2]([F:20])([F:19])[CH:3]([O:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[ClH:21].[NH3:22]>C(O)C>[ClH:21].[F:1][C:2]([F:19])([F:20])[CH:3]([O:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]([NH2:22])=[NH:16])=[CH:13][CH:12]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 15724839p-(1-Trifluoromethyl-heptyloxy)-benzonitrile

Product 1

HCID 19097075p-(1-Trifluoromethyl-heptyloxy)-benzamidine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Into 20 ml of dry ethanol containing 3.76 g of oa p-(1-trifluoromethyl-heptyloxy)-benzonitrile, about 1 g of dry hydrogen chloride was introduced under stirring at a temperature below 10° C. After stirring at room temperature for 3 days, solvent was distilled off to obtain any oily product To this, were added slowly 20 ml of dry ethanol containing about 2 g of ammonia under cooling with ice, followed by stirring at room temperature for 3 days. Ethanol and ammonia were removed to obtain 3.40 g of oily oa p-(1-trifluoromethyl-heptyloxy)-benzamidine hydrochloride. This oily hydrochloride was solidified by trituration in hexane to use the following reaction.

Workup

  1. stirringAfter stirring at room temperature for 3 days
  2. distillationsolvent was distilled off
  3. customto obtain any oily product To this,
  4. temperatureunder cooling with ice
  5. stirringby stirring at room temperature for 3 days
  6. customEthanol and ammonia were removed

Sources & evidence

ORD record
ord-7627d80200ea4da09ca22f0df1c755ee
Source dataset
uspto-grants-1994_03
Patent number
US05290478

Reaction notes

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