Triethylamine → HCID 14390485, compound

HRID 1709385Notes

Reaction equation

HRID 1709385 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.[NH2:12][CH2:13][C:14]([NH2:16])=[O:15].C(N(CC)CC)C>C(#N)C>[N+:8]([C:7]1[C:2]([NH:12][CH2:13][C:14]([NH2:16])=[O:15])=[N:3][CH:4]=[CH:5][CH:6]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 796132-Chloro-3-nitropyridineHCID 2723639Glycinamide hydrochloride

Product 1

HCID 14390485HCID 14390485, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-chloro-3-nitropyridine (1.0 g, 0.0063 mole), glycinamide hydrochloride (3.11 g, 0.028 mole), triethylamine (3.1 g, 0.031 mole) in 35 ml of acetonitrile was heated at reflux for 161/2 hrs. The yellow precipitate was filtered off. The precipitate was slurried and filtered successively with water, absolute alcohol and acetone. The yellow solid was dried under high vacuum at room temperature to give 0.9 g (73.2%), of title compound, m.p. 250°-51° C. with decomposition.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 161/2 hrs
  3. filtrationThe yellow precipitate was filtered off
  4. filtrationfiltered successively with water, absolute alcohol and acetone
  5. customThe yellow solid was dried under high vacuum at room temperature
  6. customto give 0.9 g (73.2%)

Sources & evidence

ORD record
ord-5d2a2f4b36524b50b976ab8e617e4d3e
Source dataset
uspto-grants-1990_08
Patent number
US04948800

Reaction notes

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