Quinoxaline-6-carbohydrazide → Quinoxaline-6-carboxylic acid {1-[5-(3,4-dichlorophenyl)-4-hydroxy-thiophen-3-yl]-ethylidene}-hydrazide

HRID 2103925Notes

Reaction equation

HRID 2103925 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15]([CH3:17])=O)[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8].[N:18]1[C:27]2[C:22](=[CH:23][C:24]([C:28]([NH:30][NH2:31])=[O:29])=[CH:25][CH:26]=2)[N:21]=[CH:20][CH:19]=1>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15](=[N:31][NH:30][C:28]([C:24]3[CH:23]=[C:22]4[C:27](=[CH:26][CH:25]=3)[N:18]=[CH:19][CH:20]=[N:21]4)=[O:29])[CH3:17])[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 4657453Quinoxaline-6-carbohydrazideHCID 442072882-(3,4-Dichlorophenyl)-3-hydroxy-4-(methylcarbonyl)thiophene

Product 1

HCID 72359927Quinoxaline-6-carboxylic acid {1-[5-(3,4-dichlorophenyl)-4-hydroxy-thiophen-3-yl]-ethylidene}-hydrazideYield 10%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 2-(3,4-dichlorophenyl)-3-hydroxy-4-methylcarbonylthiophene (25 mg, 0.087 mmol) and quinoxaline-6-carboxylic acid hydrazide (25 mg, 0.087 mmol) in dimethylsulfoxide (0.5 mL) was stirred at 100° C. for 12 hours and the reaction mixture was concentrated under the reduced pressure. To the residue was added chloroform and the precipitated solid was collected by filtration and dried by means of a vacuum pump to give the desired product as a pale yellow solid (yield 10%).

Workup

  1. concentrationthe reaction mixture was concentrated under the reduced pressure
  2. additionTo the residue was added chloroform
  3. filtrationthe precipitated solid was collected by filtration
  4. customdried by means of a vacuum pump

Sources & evidence

ORD record
ord-eacb75e3d13c4703b3457753d79a0f97
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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