Ethylamine → HCID 12818657, compound

HRID 2058173Notes

Reaction equation

HRID 2058173 reaction equation
[CH2:1]([NH2:3])[CH3:2].[CH3:4][O:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[N:9][C:8]=1Cl>C(O)C>[CH3:4][O:5][C:6](=[O:15])[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[N:9][C:8]=1[NH:3][CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 13055804Methyl 2-chloro-6-methylpyridine-3-carboxylate

Product 1

HCID 12818657HCID 12818657, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a cold solution of 5.4 g. (0.12 mole) of anhydrous ethyl amine in 5 ml. of ethanol was added 11.1 g. (0.06 mole) of 2-chloro-6-methylnicotinic acid methyl ester. The mixture was heated in a glass autoclave over a steam bath for 5 hours. The mixture was then evaporated in a rotary evaporator and the residue was added to 100 ml. of water and was basified with concentrated ammonium hydroxide. The mixture was then extracted with 100 ml. of chloroform. The chloroform layer was dried over magnesium sulfate, filtered and was evaporated to give 2-ethylamino-6-methylnicotinic acid methyl ester as an oil which was used without further purification.

Workup

  1. temperatureThe mixture was heated in a glass autoclave over a steam bath for 5 hours
  2. customThe mixture was then evaporated in a rotary evaporator
  3. additionthe residue was added to 100 ml
  4. extractionThe mixture was then extracted with 100 ml
  5. dry with materialThe chloroform layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customwas evaporated

Sources & evidence

ORD record
ord-f8104d30b3984941bc9446289e555ca9
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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