HCID 46830485, compound → HCID 46830486, compound

HRID 388580Notes

Reaction equation

HRID 388580 reaction equation
[CH2:1]([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11]([Cl:19])[C:10]=1[N+:20]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pt].C(#N)C>[CH2:1]([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=[C:11]([Cl:19])[C:10]=1[NH2:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 46830485HCID 46830485, compound

Product 1

HCID 46830486HCID 46830486, compoundYield 96.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 6342AcetonitrileSolvent

Procedure

N-Benzyl-2-chloro-3-nitroquinolin-4-amine (31.9 g, 0.102 mol), 5% platinum on carbon (3.2 g), and acetonitrile (325 mL) were added to a Parr vessel and shaken under hydrogen pressure (30 psi, 2.1×105 Pa) overnight. The mixture was filtered through a layer of CELITE filter agent, and the filtrate was concentrated under reduced pressure and further dried under high vacuum to provide 27.82 g of N4-benzyl-2-chloroquinoline-3,4-diamine, which was used without purification.

Workup

  1. filtrationThe mixture was filtered through a layer of CELITE filter agent
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customfurther dried under high vacuum

Sources & evidence

ORD record
ord-23a4a31da232466989c495065c3aa811
Source dataset
uspto-grants-2013_02
Patent number
US08377957B2

Reaction notes

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