Hydrazine → HCID 178487565, compound

HRID 459737Notes

Reaction equation

HRID 459737 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1F)=O.[NH2:13][NH2:14]>C(O)CO>[CH3:11][O:10][C:7]1[CH:6]=[C:5]2[C:4]([C:2]([CH3:1])=[N:13][NH:14]2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 5928212'-Fluoro-4'-methoxyacetophenone

Product 1

HCID 178487565HCID 178487565, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Conditions

Temperature
150 °C

Procedure

100 g of 2-fluoro-4-methoxy-acetophenone in 400 mL of ethylene glycol was stirred at room temperature with hydrazine (0.624 mol, 20 g) for 4 h after which the reaction mixture was heated to 150° C. for 48 h. TLC analysis indicated complete reaction. Partitioned the reaction mixture into dichloromethane and brine. Dried organic phase over sodium sulphate and evaporated to a solid. Re-crystallized from hexane/dicholomethane gave 6-methoxy-3-methyl-1H-indazole.

Workup

  1. customreaction
  2. customPartitioned the reaction mixture into dichloromethane and brine
  3. customDried organic phase over sodium sulphate and evaporated to a solid

Sources & evidence

ORD record
ord-c7c662a2695e4ba1ba042bf7b82a8947
Source dataset
uspto-grants-2007_03
Patent number
US07196082B2

Reaction notes

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