5-Methoxycarbonyl-2-thiophenecarboxylic acid hydrazide → HCID 72359975, compound

HRID 2103864Notes

Reaction equation

HRID 2103864 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][CH:13]=[C:14]([C:17]([CH3:19])=O)[C:15]=2[OH:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH:20]([C:22]([C:24]1[S:28][C:27]([C:29]([O:31][CH3:32])=[O:30])=[CH:26][CH:25]=1)=[O:23])[NH2:21]>CN(C)C=O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][CH:13]=[C:14]([C:17](=[N:21][NH:20][C:22]([C:24]3[S:28][C:27]([C:29]([O:31][CH3:32])=[O:30])=[CH:26][CH:25]=3)=[O:23])[CH3:19])[C:15]=2[OH:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 148719615-Methoxycarbonyl-2-thiophenecarboxylic acid hydrazideHCID 442072892-(4-t-Butylphenyl)-3-hydroxy-4-methylcarbonylthiophene

Product 1

HCID 72359975HCID 72359975, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(4-t-Butylphenyl)-3-hydroxy-4-methylcarbonylthiophene (80 mg, 0.29 mmol) and methyl 5-hydrazinocarbonyl-2-thiophenecarboxylate (58 mg, 0.29 mmol) were stirred in dimethylformamide (2.9 mL) at 120° C. under heating overnight. The resulting reaction solution was concentrated, and chloroform/n-hexane was added. The precipitated solid was recovered by filtration to give the desired product as a yellow solid (79 mg, yield 60%).

Workup

  1. temperatureunder heating overnight
  2. customThe resulting reaction solution
  3. concentrationwas concentrated
  4. additionchloroform/n-hexane was added
  5. filtrationThe precipitated solid was recovered by filtration

Sources & evidence

ORD record
ord-6075934e4f124a5fb12894e0f6a03ae5
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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