Hydrazine hydrate (1:1) → 5-Cyano-N-[2-(2-hydrazinocarbonylmethoxy-4-isopropylphenyl)ethyl]-2-hydroxybenzenesulfonamide

HRID 733371Notes

Reaction equation

HRID 733371 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([OH:31])=[C:7]([S:9]([NH:12][CH2:13][CH2:14][C:15]2[CH:27]=[CH:26][C:25]([CH:28]([CH3:30])[CH3:29])=[CH:24][C:16]=2[O:17][CH2:18][C:19](OCC)=[O:20])(=[O:11])=[O:10])[CH:8]=1)#[N:2].O.[NH2:33][NH2:34]>C(O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([OH:31])=[C:7]([S:9]([NH:12][CH2:13][CH2:14][C:15]2[CH:27]=[CH:26][C:25]([CH:28]([CH3:30])[CH3:29])=[CH:24][C:16]=2[O:17][CH2:18][C:19]([NH:33][NH2:34])=[O:20])(=[O:10])=[O:11])[CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 17856212Ethyl[2-[2-(5-cyano-2-hydroxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate

Product 1

HCID 178562165-Cyano-N-[2-(2-hydrazinocarbonylmethoxy-4-isopropylphenyl)ethyl]-2-hydroxybenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl [2-[2-(5-cyano-2-hydroxybenzenesulfonylamino)-ethyl]-5-isoproylphenoxy]acetate (0.266 g) was dissolved in 5 mL of ethanol. To the solution was added 0.087 mL of hydrazine monohydrate at room temperature, and the mixture was refluxed for 1 hour. The solvent was removed under reduced pressure to give 0.258 g of 5-cyano-N-[2-(2-hydrazinocarbonylmethoxy-4-isopropylphenyl)ethyl]-2-hydroxybenzenesulfonamide.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-3adf608e07d14879b8d6bbb748b13c6a
Source dataset
uspto-grants-2009_09
Patent number
US07589126B2

Reaction notes

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