Hydrazine hydrate (1:1) → 6-Bromo-4-hydrazinylcinnoline

HRID 2307779Notes

Reaction equation

HRID 2307779 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[N:7][CH:6]=[C:5]2Cl.O.[NH2:14][NH2:15]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[N:7][CH:6]=[C:5]2[NH:14][NH2:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 124480786-Bromo-4-chlorocinnoline

Product 1

HCID 226071766-Bromo-4-hydrazinylcinnolineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of Example 34D (2.6 g, 10.6 mmol) in ethanol (70 mL) was treated with hydrazine monohydrate (3 mL, 90% solution), stirred at room temperature for 3 days, and filtered. The solid washed with water (50 mL) and diethyl ether (50 mL) and dried under vacuum to provide the desired product (2.5 g, 100%).

Workup

  1. filtrationfiltered
  2. washThe solid washed with water (50 mL) and diethyl ether (50 mL)
  3. customdried under vacuum

Sources & evidence

ORD record
ord-da0d03a35ccb483bbaf3e7c079584f2c
Source dataset
uspto-grants-2004_12
Patent number
US06831175B2

Reaction notes

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