2-Amino-3-methylpyridine → HCID 3673519, compound

HRID 1701405Notes

Reaction equation

HRID 1701405 reaction equation
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C(O[CH:12]=[C:13]([C:19]#[N:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])C>C1(C)C=CC=CC=1>[C:19]([C:13](=[CH:12][NH:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][N:3]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15])#[N:20]

Participants

4

Reactant 2

HCID 153472-Amino-3-methylpyridineHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester

Product 1

HCID 3673519HCID 3673519, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-amino-3-methylpyridine (5.0 g., 0.0462 mole) and ethyl ethoxymethylenecyanoacetate (7.82 g., 0.0462 mole) in toluene (4 ml.) was heated for 15 minutes by means of an oil bath maintained at 100°. The solution was cooled and the title compound (9.1 g., 85%) collected by filtration. The product, m.p. 139°-143°, was recrystallized from 2-propanol to give an analytical sample, m.p. 144°-146°.

Workup

  1. temperaturemaintained at 100°
  2. temperatureThe solution was cooled
  3. filtrationthe title compound (9.1 g., 85%) collected by filtration
  4. customThe product, m.p. 139°-143°, was recrystallized from 2-propanol
  5. customto give an analytical sample, m.p. 144°-146°

Sources & evidence

ORD record
ord-691ff8dc7dcd43bb995a0fbdd3ea1b21
Source dataset
uspto-grants-1980_03
Patent number
US04192944

Reaction notes

Loading…