Propylamine → HCID 21493395, compound

HRID 1973237Notes

Reaction equation

HRID 1973237 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].Cl[C:6]1[N:14]=[CH:13][N:12]=[C:11]2[C:7]=1[N:8]=[CH:9][N:10]2[CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:19]1>C(O)CC>[CH2:1]([NH:4][C:6]1[N:14]=[CH:13][N:12]=[C:11]2[C:7]=1[N:8]=[CH:9][N:10]2[CH2:15][CH2:16][CH2:17][N:18]1[CH2:19][CH2:20][N:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:22][CH2:23]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 21493411HCID 21493411, compound

Product 1

HCID 21493395HCID 21493395, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

50 ml of n-propylamine are added to a solution of 10.7 g (0.03 mole) of 6-chloro-9-[3-(4-phenyl-piperazino)-propyl]-purine (produced as hereinabove described) in 100 ml of n-propanol, whereafter the reaction mixture is heated under reflux for 5 hours. After standing for 15 hours at ambient temperature, the reaction mixture is evaporated in a vacuum and the residue extracted with ether. After evaporation of the solvent, there are obtained 9.0 g (79% of theory) of crude product, which has a melting point of 64°-66° C. After recrystallization from ether, there are obtained 7.4 g (65% of theory) of N6 -n-propyl-9-[3-(4-phenyl-piperazino)-propyl]-adenine, which has a melting point of 67°-68° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 5 hours
  3. customthe reaction mixture is evaporated in a vacuum
  4. extractionthe residue extracted with ether
  5. customAfter evaporation of the solvent, there
  6. customare obtained 9.0 g (79% of theory) of crude product, which
  7. customAfter recrystallization from ether, there

Sources & evidence

ORD record
ord-a3c92be1c4004d159aa956e5a7aefe10
Source dataset
uspto-grants-1976_12
Patent number
US03996361

Reaction notes

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