Diethyl 2-{[(4-methylthien-3-yl)amino]methylene}malonate → HCID 22574346, compound

HRID 2107614

Reaction equation

HRID 2107614 reaction equation
C(O[C:4]([C:6](=[CH:12][NH:13][C:14]1[C:18]([CH3:19])=[CH:17][S:16][CH:15]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5])C>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:19][C:18]1[C:14]2[NH:13][CH:12]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4](=[O:5])[C:15]=2[S:16][CH:17]=1

Participants

3

Reactant 1

HCID 2807959Diethyl 2-{[(4-methylthien-3-yl)amino]methylene}malonate

Product 1

HCID 22574346HCID 22574346, compound

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Ethyl 2-ethoxycarbonyl-3-(4-methyl-3-thienylamino)prop-2-enoate (10.4 g, 0.036 mol) was added to a refluxing solution of freshly distilled diphenylether (110 ml). The reaction mixture was refluxed for 30 minutes, cooled, petroleum ether (b.p. 40°-60°, 100 ml) added and the mixture stirred. The crystalline solid was collected by filtration, washed with petroleum ether (b.p. 40°-60°) and dried to give 3-methyl-6-ethoxycarbonylthieno[3,2-b]pyridin-7(4H)-one, 7.23 g, m.p. 238-242°.

Workup

  1. temperatureThe reaction mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. filtrationThe crystalline solid was collected by filtration
  4. washwashed with petroleum ether (b.p. 40°-60°)
  5. customdried

Sources & evidence

ORD record
ord-383b6aad6c8e4333b25b1bae548db54b
Source dataset
uspto-grants-1990_06
Patent number
US04935431

Linked notes

Loading…