Water → 2-Iodobenzohydrazide

HRID 1672814Notes

Reaction equation

HRID 1672814 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:23][NH2:24].O>ClCCl>[I:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:23][NH2:24])=[O:5]

Participants

6

Reactant 4

HCID 962WaterHCID 69412-Iodobenzoic acidHCID 9321HydrazineHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 6156752-IodobenzohydrazideYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Iodobenzoic acid (3.00 g, 12.1 mmol) was dissolved in dichloromethane (150 mL), and the mixture was stirred at room temperature for 2 hours after adding 1,1′-carbonyldiimidazole (2.16 g, 13.3 mmol). Thereafter, hydrazine.monohydrate (3.52 mL, 72.6 mmol) was added to the mixture, and the mixture was stirred at room temperature for 3 hours. Water was added after concentrating the mixture under reduced pressure, and the precipitated solid was collected by filtration, and dried under reduced pressure to give 2-iodobenzohydrazide (2.81 g, 89%).

Workup

  1. stirringthe mixture was stirred at room temperature for 3 hours
  2. concentrationafter concentrating the mixture under reduced pressure
  3. filtrationthe precipitated solid was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-d9a25951b48047ef8cd1d299710300e6
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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