2-Chloro-N-(2-methylpropyl)-6-methyl-3-nitropyridin-4-amine → 2-Chloro-N4-(2-methylpropyl)-6-methylpyridin-3,4-diamine

HRID 352016Notes

Reaction equation

HRID 352016 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:5]=[C:4]([CH3:16])[N:3]=1.[H][H]>[Pt].C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([NH:11][CH2:12][CH:13]([CH3:14])[CH3:15])[CH:5]=[C:4]([CH3:16])[N:3]=1

Participants

5

Reactant 2

HCID 115215932-Chloro-N-(2-methylpropyl)-6-methyl-3-nitropyridin-4-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 227150032-Chloro-N4-(2-methylpropyl)-6-methylpyridin-3,4-diamine

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

2-Chloro-N-(2-methylpropyl)-6-methyl-3-nitropyridin-4-amine (5.00 g) from Part A, toluene (100 ml), and 5% platinum on carbon (3.5 g) were added to a Parr shaker and placed on a hydrogenator at a hydrogen pressure of 345 kPa for 4 hours. The reaction, monitored by HPLC, was complete, and the resulting reaction mixture was filtered through a fluted filter paper and then through a folded No.2 Whatman filter. The solvent was removed from the filtrate under reduced pressure, and the resulting oil (4.14 g) was carried on to the next step.

Workup

  1. customThe reaction
  2. customthe resulting reaction mixture
  3. filtrationwas filtered through
  4. filtrationa fluted filter paper
  5. filtrationthrough a folded No.2 Whatman filter
  6. customThe solvent was removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-84b31b8f61ae44ceb20ac973cd480877
Source dataset
uspto-grants-2004_06
Patent number
US06743920B2

Reaction notes

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