3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester → HCID 12762021, compound

HRID 436149Notes

Reaction equation

HRID 436149 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][N:4]=1.O=[C:11]1[CH2:15][S:14][CH2:13][CH:12]1[C:16](OC)=[O:17]>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C:11]2[CH2:15][S:14][CH2:13][C:12]=2[C:16](=[O:17])[NH:9][C:8]2[CH:7]=[CH:6][CH:5]=[N:4][C:3]1=2

Participants

4

Reactant 2

HCID 984243-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl esterHCID 123436692-N-methylpyridine-2,3-diamine

Product 1

HCID 12762021HCID 12762021, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.4 g. of 2-methylamino-3-aminopyridine and 2.9 g. of methyl tetrahydro-4-oxo-3-thiophene carboxylate in 200 ml. of toluene is heated under reflux for 3 hours, during which 100 ml. of distillate is collected in a Dean-Stark trap. The solution is concentrated under reduced pressure and the solid residue is recrystallized from ethyl acetate to give pale yellow crystals, m.p. 240°-241° C.

Workup

  1. temperatureunder reflux for 3 hours, during which 100 ml
  2. distillationof distillate is collected in a Dean-Stark trap
  3. concentrationThe solution is concentrated under reduced pressure
  4. customthe solid residue is recrystallized from ethyl acetate
  5. customto give pale yellow crystals, m.p. 240°-241° C.

Sources & evidence

ORD record
ord-f217769dd1ec4d6db1879ec6b4944cb0
Source dataset
uspto-grants-1977_02
Patent number
US04007272

Reaction notes

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