Phenethyl bromide → HCID 10315211, compound

HRID 1646212Notes

Reaction equation

HRID 1646212 reaction equation
[NH2:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14]1[NH:16][N:17]=[CH:18][C:13]=1[CH2:12][CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[H-].[Na+].Br[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CN(C=O)C>[NH2:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14]1=[N:16][N:17]([CH2:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:18]=[C:13]1[CH2:12][CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

5

Reactant 3

HCID 7666Phenethyl bromide2×HCID 24758Sodium hydride2×HCID 10421619HCID 10421619, compound

Product 1

HCID 10315211HCID 10315211, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 11-amino-4,5-dihydro-1H-pyrazolo[3,4-a]acridine (4.36 g) in dry DMF (130 ml) was slowly added 922 mg of NaH (60%). The reaction was stirred at room temperature for one hour, then (2-bromoethyl)benzene (3.23 ml) was added and the reaction stirred for four hours. An additional 230 mg of NaH (60%) was added, and then the reaction was stirred for a half hour, after which 0.8 ml of (2-bromoethyl)benzene was added and the reaction was stirred at room temperature overnight.

Workup

  1. stirringthe reaction stirred for four hours
  2. stirringthe reaction was stirred for a half hour
  3. stirringthe reaction was stirred at room temperature overnight

Sources & evidence

ORD record
ord-5de56d08bc0440ddbde840e2cb76db6a
Source dataset
uspto-grants-1993_01
Patent number
US05179100

Reaction notes

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