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

HRID 229602Notes

Reaction equation

HRID 229602 reaction equation
C(O[C:4](=[O:31])[CH2:5][O:6][C:7]1[CH:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[CH:10]=[CH:9][C:8]=1[CH2:16][CH2:17][NH:18][S:19]([C:22]1[CH:27]=[C:26]([C:28]#[N:29])[CH:25]=[CH:24][C:23]=1[OH:30])(=[O:21])=[O:20])C.O.[NH2:33][NH2:34]>C(O)C>[C:28]([C:26]1[CH:25]=[CH:24][C:23]([OH:30])=[C:22]([S:19]([NH:18][CH2:17][CH2:16][C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:15])[CH3:14])=[CH:12][C:7]=2[O:6][CH2:5][C:4]([NH:33][NH2:34])=[O:31])(=[O:21])=[O:20])[CH:27]=1)#[N:29]

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-isopropylphenoxy]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-fcedd7ff7fd349c788a5daf8fa4c423e
Source dataset
uspto-grants-2009_07
Patent number
US07563822B2

Reaction notes

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