Triethylamine → HCID 54453692, compound

HRID 1639023Notes

Reaction equation

HRID 1639023 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Cl)=[CH:4][N:3]=1.[NH:10]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[N+:11]([O-:13])=[O:12].C(N(CC)CC)C>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]2=[N:10][N+:11]([O-:13])=[O:12])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 33520N-Pyridin-2-ylnitramideHCID 1554792-Chloro-5-(chloromethyl)pyridine

Product 1

HCID 54453692HCID 54453692, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloro-5-chloromethylpyridine (3.24 g) and 2-nitraminopyridine (2.78 g) were dissolved in anhydrous ethanol (50 ml), and triethylamine (4.04 g) was added to the solution. The mixture was stirred at room temperature for a while. Then, it was heated under reflux conditions for 8 hours. The reaction mixture was cooled to room temperature, and poured into ice water. The precipitated crystals were collected by filtration, and recrystallized from ethanol to give pale yellow 1-(2-chloro-5-pyridylmethyl)-2-nitroimino-1,2-dihydropyridine (2.3 g) as the desired compound. mp. 209-212° C.

Workup

  1. temperatureThen, it was heated under reflux conditions for 8 hours
  2. temperatureThe reaction mixture was cooled to room temperature
  3. filtrationThe precipitated crystals were collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1a6dc38385d040b2a956488bf763b14b
Source dataset
uspto-grants-1989_11
Patent number
US04882344

Reaction notes

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