Benzylamine → HCID 10354455, compound

HRID 567720Notes

Reaction equation

HRID 567720 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[CH2:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([NH:19][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 27240356-Chloro-3-nitropyridin-2-ylamine2×

Product 1

HCID 10354455HCID 10354455, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2-Amino-6-benzylamino-3-nitropyridine was prepared from 2-amino-6-chloro-3-nitropyridine as follows: 2-Amino-6-chloro-3-nitropyridine (17.35 g, 0.10 mol), benzyl amine (Fluka) (10.72 g, 0.10 mol) and powdered potassium carbonate (10.4 g, 0.035 mol) in n-butanol (100 mL) were heated under reflux for 2 hours. The suspension was filtered and after cooling to room temperature the solid was collected by filtration, washed with butanol, and dried at 50 C. in vacuo to give 2-amino-6-benzylamino-3-nitropyridine (22.2 g, 91%, m.p. 145-146 C.).

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationThe suspension was filtered
  3. filtrationwas collected by filtration
  4. washwashed with butanol
  5. customdried at 50 C

Sources & evidence

ORD record
ord-f7cadf7a740e42f39799530649334cbd
Source dataset
uspto-grants-2001_01
Patent number
US06180631B2

Reaction notes

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