Acetonitrile → HCID 22624005, compound

HRID 278985Notes

Reaction equation

HRID 278985 reaction equation
[CH2:1]([O:4][N:5]1[C:14](=[O:15])[C:13]2[C:16]([Cl:20])=[CH:17][C:18](Cl)=[C:11]3[C:12]=2[C:7](=[CH:8][CH:9]=[C:10]3[Cl:21])[C:6]1=[O:22])[CH:2]=[CH2:3].[NH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1.C(N(CC)CC)C.C(#N)C>O>[CH2:1]([O:4][N:5]1[C:14](=[O:15])[C:13]2[C:16]([Cl:20])=[CH:17][C:18]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[C:11]3[C:12]=2[C:7](=[CH:8][CH:9]=[C:10]3[Cl:21])[C:6]1=[O:22])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 31268PyrrolidineHCID 22623918HCID 22623918, compound

Product 1

HCID 22624005HCID 22624005, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 2-allyloxy-4,6,7-trichlorobenzo[de]isoquinoline-1,3-dione (0.5 g, 1.5 mmol, from Example I4), pyrrolidine (0.14 g, 2.0 mmol), triethylamine (0.3 g, 3.0 mmol), and 25 mL of acetonitrile was stirred at room temperature for 4 hours. The reaction was diluted with 100 mL of water, and the precipitate was removed by filtration, washed with water, and dried in vacuo to give 0.53 g of the title compound.

Workup

  1. customthe precipitate was removed by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-010c7d9a0dc541079abaa33b42906111
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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