3-Nitropyridin-2-ylamine → HCID 23370135, compound

HRID 1901066Notes

Reaction equation

HRID 1901066 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:11]([N:18]=[C:19]=[O:20])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[N+:8]([C:7]1[C:2]([NH:1][C:19]([NH:18][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:20])=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Participants

5

Reactant 2

HCID 778873-Nitropyridin-2-ylamineHCID 138341n-Heptyl isocyanate

Product 1

HCID 23370135HCID 23370135, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 2-amino-3-nitropyridine (1.39 g), heptyl isocyanate (1.41 g) and 4-dimethylaminopyridine (0.37 g) was stirred in toluene (5 ml) at 100°-110° C. for 5 hrs. The solvent was distilled off and the residue was purified by a silica gel column chromatography (hexane:ethyl acetate=2:1) to give 1-(3-nitro-2-pyridyl)-3-heptylurea (1.03 g, 37%) as crystals.

Workup

  1. distillationThe solvent was distilled off
  2. customthe residue was purified by a silica gel column chromatography (hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-365e765dfee34ed2a5aadc246baa9bb7
Source dataset
uspto-grants-1996_11
Patent number
US05576335

Reaction notes

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