4-Aminobenzylamine → HCID 178507621, compound

HRID 2236923Notes

Reaction equation

HRID 2236923 reaction equation
CO[CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][C:5]1=[O:15].[NH2:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19][CH:18]=1>CN(C)C=O>[NH2:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH:22][CH:3]=[C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:14])[NH:6][C:5]2=[O:15])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 4278144-AminobenzylamineHCID 686923374-Methoxymethylene-4H-isoquinoline-1,3-dione

Product 1

HCID 178507621HCID 178507621, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
115 °C

Procedure

To a suspension of 4-Methoxymethylene-4H-isoquinoline-1,3-dione (406 mg, 2.0 mmol) in N,N-dimethylformamide (250 μL) is added 4-aminobenzylamine (244 mg, 2.0 mmol). The reaction mixture is shaken at 115° C. for 1.5 hours, then concentrated. Ethyl acetate is added to the solid residue that remained and the solid is recovered by filtration, rinsing with diethyl ether, and drying to yield 555.5 mg of 4-[(4-Amino-benzylamino)-methylene]-4H-isoquinoline-1,3-dione.

Workup

  1. concentrationconcentrated
  2. additionEthyl acetate is added to the solid residue that
  3. filtrationthe solid is recovered by filtration
  4. washrinsing with diethyl ether
  5. customdrying

Sources & evidence

ORD record
ord-4402603b381e4f178bd5929b4b8ce6c8
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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