Isopropylamine → N-isopropyl-N'-(7-chloro-2-methylimidazo[2,1-a]isoquinolin-3-yl)formamidine dihydrochloride

HRID 649158Notes

Reaction equation

HRID 649158 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].C(N[CH:8]=[N:9][C:10]1[N:14]2[CH:15]=[CH:16][C:17]3[C:22]([C:13]2=[N:12][C:11]=1[CH3:24])=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:23])#N>O>[ClH:23].[ClH:23].[CH:1]([NH:4][CH:8]=[N:9][C:10]1[N:14]2[CH:15]=[CH:16][C:17]3[C:22]([C:13]2=[N:12][C:11]=1[CH3:24])=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:23])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 54246393HCID 54246393, compound

Product 1

HCID 178432029N-isopropyl-N'-(7-chloro-2-methylimidazo[2,1-a]isoquinolin-3-yl)formamidine dihydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Isopropylamine (2 ml) was added to a suspension of N-cyano-N'-(7-chloro-2-methylimidazo[2,1-a]isoquinolin-3-yl)formamidine (0.95 g) in water (1.5 ml) and the mixture was stirred at room temperature for 30 minutes. The resulting precipitate was collected by filtration, washed with water and dissolved in ethanol. To the solution was added a saturated solution of hydrogen chloride in ethanol and the mixture was evaporated in vacuo. The residual solid was washed successively with a mixture of diethyl ether and ethanol and isopropanol and then dried in a desiccator to give N-isopropyl-N'-(7-chloro-2-methylimidazo[2,1-a]isoquinolin-3-yl)formamidine dihydrochloride (0.73 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water
  3. dissolutiondissolved in ethanol
  4. additionTo the solution was added a saturated solution of hydrogen chloride in ethanol
  5. customthe mixture was evaporated in vacuo
  6. washThe residual solid was washed successively with a mixture of diethyl ether and ethanol and isopropanol
  7. customdried in a desiccator

Sources & evidence

ORD record
ord-bb4b5c097940464eb28f38d70b626e97
Source dataset
uspto-grants-1988_04
Patent number
US04738967

Reaction notes

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