Triethylamine → HCID 67106300, compound

HRID 1910783Notes

Reaction equation

HRID 1910783 reaction equation
C(O[C:4](=[O:17])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)=[O:6])C.C(N(CC)CC)C.[NH2:25][C:26]1[CH:31]=[C:30]([CH3:32])[CH:29]=[C:28]([CH3:33])[N:27]=1>C1(C)C=CC=CC=1>[CH3:32][C:30]1[CH:29]=[C:28]([CH3:33])[N:27]=[C:26]([NH:25][C:4](=[O:17])[C:5]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)=[O:6])[CH:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 215072-Amino-4,6-dimethylpyridineHCID 223590Ethyl (4-nitroanilino)(oxo)acetate

Product 1

HCID 67106300HCID 67106300, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

A solution of N-(4-nitro-phenyl)-oxalamic acid ethyl ester (4.9 g, 20.5 mmol), triethylamine (4.2 g, 41 mmol) and 2-amino-4,6-dimethylpyridine (2.5 g, 20.5 mmol) in dry toluene (30 mL) was heated at reflux overnight. The mixture was cooled to 0° C., and a precipitate was filtered and washed with water. Drying under vacuum afforded N-(4,6-dimethyl-pyridin-2-yl)-N′-(4-nitro-phenyl)-oxalamide (4.8 g, 74%).

Workup

  1. temperatureat reflux overnight
  2. filtrationa precipitate was filtered
  3. washwashed with water
  4. customDrying under vacuum

Sources & evidence

ORD record
ord-f422790f94ef41c09c35f00206440eb0
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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