Water → HCID 22319617, compound

HRID 497717Notes

Reaction equation

HRID 497717 reaction equation
O.[NH2:2][NH2:3].[Br:4][C:5]1[C:12]([F:13])=[C:11]([F:14])[C:8]([C:9]#[N:10])=[C:7](F)[C:6]=1[F:16].O>C(O)C>[Br:4][C:5]1[C:6]([F:16])=[C:7]2[C:8]([C:9]([NH2:10])=[N:2][NH:3]2)=[C:11]([F:14])[C:12]=1[F:13]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 6201404-Bromo-2,3,5,6-tetrafluorobenzonitrile

Product 1

HCID 22319617HCID 22319617, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.14 cm3 of hydrazine monohydrate are added to 2.0 g of 4-bromo-2,3,5,6-tetrafluorobenzonitrile in 40 cm3 of absolute ethanol. The mixture is refluxed for 18 hours, 30 cm3 of distilled water are then added and the reaction medium is concentrated under reduced pressure (2 kPa; 50° C.). The residue is taken up in 100 cm3 of ethyl acetate and 10 cm3 of water, and the organic phase is separated out after settling of the phases has taken place, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2 kPa; 50° C.); after drying (90 Pa; 40° C.), 2.1 g of 6-bromo-4,5,7-trifluoro-1H-indazole-3-amine are obtained in the form of a beige-coloured solid.

Workup

  1. temperatureThe mixture is refluxed for 18 hours
  2. concentrationthe reaction medium is concentrated under reduced pressure (2 kPa; 50° C.)
  3. custom10 cm3 of water, and the organic phase is separated out
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure (2 kPa; 50° C.)
  7. dry with materialafter drying (90 Pa; 40° C.), 2.1 g of 6-bromo-4,5,7-trifluoro-1H-indazole-3-amine
  8. customare obtained in the form of a beige-coloured solid

Sources & evidence

ORD record
ord-49dcdfb97b354a43b6ae3d0d9c52a830
Source dataset
uspto-grants-2005_09
Patent number
US06949579B2

Reaction notes

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