Hydrazine hydrate (1:1) → 4-Hydrazino-3-methanesulfonyl-benzonitrile

HRID 1497800Notes

Reaction equation

HRID 1497800 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[S:10]([CH3:13])(=[O:12])=[O:11].O.[NH2:15][NH2:16]>>[NH:15]([C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[S:10]([CH3:13])(=[O:12])=[O:11])[NH2:16]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 269854294-Fluoro-3-(methylsulphonyl)benzonitrile

Product 1

HCID 867081104-Hydrazino-3-methanesulfonyl-benzonitrileYield 79%

Procedure

A suspension of 4-fluoro-3-(methylsulfonyl)benzonitrile (1.96 g, 9.83 mmol) in IMS (30 mL) was treated with hydrazine monohydrate (1.19 mL, 24.8 mmol) and then heated at reflux for 1 hr. The reaction mixture was cooled then filtered and the solid residue was collected and dried in vacuo to afford the title compound as a cream solid (1.64 g).

Workup

  1. temperatureheated
  2. temperatureat reflux for 1 hr
  3. temperatureThe reaction mixture was cooled
  4. filtrationthen filtered
  5. customthe solid residue was collected
  6. customdried in vacuo

Sources & evidence

ORD record
ord-c733502f8d7f4b789c3b19dd9eb8d866
Source dataset
uspto-grants-2015_12
Patent number
US09199984B2

Reaction notes

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