Water → HCID 15135643, compound

HRID 359485Notes

Reaction equation

HRID 359485 reaction equation
[H-].[Na+].O=C1CCCN1.Cl[CH2:10][CH2:11][CH2:12][C:13]([NH:15][C:16]1[C:21]([C:22](=[O:28])[C:23]2[S:27][CH:26]=[CH:25][CH:24]=2)=[CH:20][CH:19]=[CH:18][N:17]=1)=[O:14].O>C1(C)C=CC=CC=1>[O:14]=[C:13]1[CH2:12][CH2:11][CH2:10][N:15]1[C:16]1[C:21]([C:22](=[O:28])[C:23]2[S:27][CH:26]=[CH:25][CH:24]=2)=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 120252-PyrrolidoneHCID 24758Sodium hydrideHCID 15135642HCID 15135642, compound

Product 1

HCID 15135643HCID 15135643, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 20 ml of toluene is suspended 0.6 g of 60% sodium hydride, whereto 3 ml of 2-oxopyrrolidine is added. Under ice-cooling, 2.7 g of 2-(4-chlorobutyrylamino)-3-(2-thenoyl)pyridine is added thereto, and the mixture is stirred at room temperature for 1 hour. The mixture is poured into water, and the solvent of the toluene layer is distilled off. The residue is recrystallized from toluene-isopropyl ether to give 2-(2-oxopyrrolidin-1-yl)-3-(2-thenoyl)pyridine, m.p. 148°-150° C.

Workup

  1. additionis added
  2. temperatureUnder ice-cooling
  3. distillationthe solvent of the toluene layer is distilled off
  4. customThe residue is recrystallized from toluene-isopropyl ether

Sources & evidence

ORD record
ord-9d5e16c4a6b64bac8323843529fc2724
Source dataset
uspto-grants-1991_03
Patent number
US05001137

Reaction notes

Loading…