Hydrazine hydrate (1:1) → HCID 55006347, compound

HRID 535490Notes

Reaction equation

HRID 535490 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12])=O.O.[NH2:19][NH2:20]>C(O)C>[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]1[C:9]2[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:11](=[O:12])[NH:20][N:19]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 55006911HCID 55006911, compound

Product 1

HCID 55006347HCID 55006347, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-(3-methylthiophene-2-carbonyl)benzoic acid (0.446 g, 1.81 mmol) and hydrazine hydrate (0.41 mL, 7.3 mmol) in ethanol (6 mL) was stirred at 80° C. overnight, concentrated, and azeotroped with toluene to provide the title compound, which was used without purification: 1H NMR (300 MHz, DMSO-d6) δ 8.41-8.23 (m, 1H), 8.01-7.80 (m, 2H), 7.68 (d, J=5.1, 1H), 7.62-7.42 (m, 1H), 7.10 (d, J=5.1, 1H), 2.08 (s, 3H).

Workup

  1. concentrationconcentrated
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-f7d8633e6c314f49ad041c448ef79d60
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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