HCID 18931505, compound → HCID 18931495, compound

HRID 1599012Notes

Reaction equation

HRID 1599012 reaction equation
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)=[O:9])=[C:6]([OH:22])[CH:5]=1)([O-])=O.[H][H]>[Pd].[Cr].[Co].O1CCOCC1>[NH2:1][C:4]1[CH:21]=[CH:20][C:7]([C:8]([NH:10][C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)=[O:9])=[C:6]([OH:22])[CH:5]=1

Participants

6

Reactant 2

HCID 18931505HCID 18931505, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 18931495HCID 18931495, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 11332432Hastelloy CCatalystHCID 312751,4-DioxaneSolvent

Procedure

4,4'-Dinitro-2-hydroxybenzanilide (20.0 g, 0.066 mol), dioxane (300 mL), and 10 percent Pd/C were placed in a 600 mL Hastelloy C Parr Reactor. The material was hydrogenated at 100° C. and 150 psi (1033 kPa) of hydrogen for 16 hours, after which the reactor was allowed to cool and hydrogen was vented off. The catalyst was filtered and the major portion of the solution was set aside for Step C, while dioxane was removed in vacuo from a small portion of the solution to give a product having a melting point of 235° C. to 238° C.

Workup

  1. customwas hydrogenated at 100° C.
  2. temperatureto cool
  3. filtrationThe catalyst was filtered
  4. customwas removed in vacuo from a small portion of the solution
  5. customto give a product

Sources & evidence

ORD record
ord-6bdd92db397c4d1d8ed9732aa417b23d
Source dataset
uspto-grants-1998_04
Patent number
US05739344

Reaction notes

Loading…