Potassium Hydroxide → HCID 15480127, compound

HRID 1387261Notes

Reaction equation

HRID 1387261 reaction equation
[CH2:1]([N:8]([CH2:10][C:11]1[C:16]([CH3:17])=[C:15](Br)[CH:14]=[C:13]([N+:19]([O-])=O)[C:12]=1[NH2:22])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>[Ni]>[CH2:1]([N:8]([CH2:10][C:11]1[C:16]([CH3:17])=[CH:15][CH:14]=[C:13]([NH2:19])[C:12]=1[NH2:22])[CH3:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 11793109HCID 11793109, compound

Product 1

HCID 15480127HCID 15480127, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

2-[(Benzyl-methyl-amino)-methyl]-4-bromo-3-methyl-6-nitro-phenylamine (6 g, 16.5 mmol) was hydrogenated (Ra Ni, 3 g) in the presence of KOH (0.498N). Reaction mixture filtered and extracted in CHCl3 (200 mL) and washed with water and dried (MgSO4). Solvent evaporated to give a dark oil 4.19 g=99%. H-NMR: 1.96 (s, 3H), 2.08 (s, 3H), 3.36-3.39 (m, 4H), 4.23 (s, 2H), 4.73 (s, 2H), 6.18 (d, 1H, J=7.3 Hz), 6.33 (d, 1H, J=7.3 Hz), 7.21-7.26 (m, 5H).

Workup

  1. customReaction mixture
  2. filtrationfiltered
  3. extractionextracted in CHCl3 (200 mL)
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. customSolvent evaporated

Sources & evidence

ORD record
ord-8ca0d45337c749308687afd644f15274
Source dataset
uspto-grants-2001_07
Patent number
US06268366B1

Reaction notes

Loading…