Methylamine → 2(1H)-Quinolinone, 1-butyl-4-(methylamino)-3-nitro-

HRID 981910Notes

Reaction equation

HRID 981910 reaction equation
[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](Cl)=[C:7]([N+:16]([O-:18])=[O:17])[C:6]1=[O:19])[CH2:2][CH2:3][CH3:4].[CH3:20][NH2:21]>O1CCCC1>[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([NH:21][CH3:20])=[C:7]([N+:16]([O-:18])=[O:17])[C:6]1=[O:19])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 99709252(1H)-Quinolinone, 1-butyl-4-chloro-3-nitro-

Product 1

HCID 100847802(1H)-Quinolinone, 1-butyl-4-(methylamino)-3-nitro-Yield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

11 g (0.039 mole) of Compound d obtained in Reference Example 4 was dissolved in 100 ml of tetrahydrofuran, and 30 ml (0.39 mole) of 40% methylamine was added with ice cooling, followed by stirring at room temperature for one hour. Then, the solvent was evaporated under reduced pressure, and water was added to the residues. The precipitate was collected by filtration and dried, to afford 9.2 g of Compound w (yield: 87%).

Workup

  1. customThen, the solvent was evaporated under reduced pressure, and water
  2. additionwas added to the residues
  3. filtrationThe precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-f3f84304477a4b1daecbafdedaab4c43
Source dataset
uspto-grants-1991_02
Patent number
US04994468

Reaction notes

Loading…