Hydrazine hydrate (1:1) → HCID 12796535, compound

HRID 469541Notes

Reaction equation

HRID 469541 reaction equation
[C:1]([C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([OH:16])=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:18][NH2:19]>CCO>[C:2]1([C:1]2[C:9]3[CH:13]=[CH:12][S:11][C:10]=3[C:14](=[O:16])[NH:18][N:19]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 3156073-Benzoyl-2-thiophenecarboxylic acid

Product 1

HCID 12796535HCID 12796535, compoundYield 102.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-benzoylthiophene-2-carboxylic acid (0.497 g, 2.14 mmol) (Alfa Aesar) and hydrazine hydrate (0.50 mL, 8.8 mmol) in EtOH (6 mL) was stirred at 85° C. for 4 hours, concentrated, and azeotroped with toluene to give the title compound (0.50 g, 2.2 mmol) as a tan solid. 1H NMR (300 MHz, DMSO-d6) δ 8.28 (d, 1H), 7.69-7.75 (m, 2H), 7.51-7.59 (m, 4H).

Workup

  1. concentrationconcentrated
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-f77416e6640147ff8c37ea506ef96bfb
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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