HCID 21506073, compound → HCID 21506108, compound

HRID 1287784Notes

Reaction equation

HRID 1287784 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[C:5]1[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[C:8]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:7]([NH:22][CH2:23][CH:24]=[CH2:25])[CH:6]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:26])[C:5]1[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[C:8]([O:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[C:7]([NH:22][CH2:23][CH2:24][CH3:25])[CH:6]=1)[CH3:2]

Participants

5

Reactant 2

HCID 21506073HCID 21506073, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21506108HCID 21506108, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of ethyl-3-allylamino-4-phenoxy-5-sulphamyl-benzoate (1.65 g) in ethanol (150 ml) was hydrogenated at room temperature and 1.1. atmospheres hydrogen pressure after the addition of a palladium-on-carbon catalyst (0.6 g catalyst containing 10% Pd). After the hydrogen uptake had become negligible, the catalyst was removed by filtration, and the filtrate was evaporated in vacuo. The residue was recrystallized twice from aqueous ethanol, resulting in ethyl-4-phenoxy-3-n-propylamino-5-sulphamyl-benzoate with a melting point of 150°-151° C.

Workup

  1. customwas hydrogenated at room temperature
  2. customthe catalyst was removed by filtration
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was recrystallized twice from aqueous ethanol
  5. customresulting in ethyl-4-phenoxy-3-n-propylamino-5-sulphamyl-benzoate with a melting point of 150°-151° C.

Sources & evidence

ORD record
ord-687e16c009634ee5af15efb7c3e6af54
Source dataset
uspto-grants-1976_10
Patent number
US03985777

Reaction notes

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