Sodium hydrosulfide hydrate → HCID 178505612, compound

HRID 715733Notes

Reaction equation

HRID 715733 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])=[N:9][N:10]=2)[N:7]=1.O.[SH-:19].[Na+]>C(O)C>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:8]1[N:6]2[N:7]=[C:2]([SH:19])[CH:3]=[CH:4][C:5]2=[N:10][N:9]=1

Participants

4

Reactant 2

HCID 16211346Sodium hydrosulfide hydrateHCID 431443926-chloro-3-(2-fluorophenyl)[1,2,4]triazolo[4,3-b]pyridazine

Product 1

HCID 178505612HCID 178505612, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6-chloro-3-(2-fluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazine (1 mmol) and sodium hydrosulfide hydrate (1.5 equiv.) in ethanol was refluxed for 2-6 hours. The solvent was removed under reduced pressure, water (2 ml) was added, and the pH adjusted to 9 with sodium hydroxide solution. After removing the resulting precipitate, the filtrate was acidified with 6M HCl to a pH of 3, and the formed precipitate was collected, washed with cold water, and dried to give 3-(2-fluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazine-6-thiol. This compound is taken on to the next step without purification

Workup

  1. customThe solvent was removed under reduced pressure, water (2 ml)
  2. additionwas added
  3. customAfter removing the resulting precipitate
  4. customthe formed precipitate was collected
  5. washwashed with cold water
  6. customdried

Sources & evidence

ORD record
ord-ee97f53ce6014a88a43a0a894a367fe4
Source dataset
uspto-grants-2015_11
Patent number
US09187484B2

Reaction notes

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