Hydrochloric Acid → HCID 19735345, compound

HRID 326695Notes

Reaction equation

HRID 326695 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([NH:18][C:19]2[C:24]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)=[C:23](OCCO)[N:22]=[CH:21][N:20]=2)(=[O:17])=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1.Cl>C(O)(=O)C.O1CCOCC1.[C].[Pd]>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([C:24]2[C:19]([NH:18][S:15]([C:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=3)(=[O:17])=[O:16])=[N:20][CH:21]=[N:22][CH:23]=2)=[CH:30][CH:29]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 19735370HCID 19735370, compound

Product 1

HCID 19735345HCID 19735345, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 312751,4-DioxaneSolventHCID 178418390HCID 178418390, compoundSolvent

Procedure

A solution of 512 mg of p-(benzyloxy)-N-[5-(p-chlorophenyl)-6-(2-hydroxyethoxy)-4-pyrimidinyl]benzene-sulfonamide in 30 ml of glacial acetic acid was treated with 2 ml of 4N HCl in dioxane and 100 mg of 10% palladium-carbon. The mixture was hydrogenated while stirring, thereafter the solution was suction filtered, evaporated under reduced pressure and the residue was recrystallized from isopropyl ether and again from CH3CN. There was obtained N-[5-(p-chlorophenyl)-4-pyrimidinyl]-p-hydroxybenzenesulfonamide, melting point 231°-232° C.

Workup

  1. filtrationfiltered
  2. customevaporated under reduced pressure
  3. customthe residue was recrystallized from isopropyl ether and again from CH3CN

Sources & evidence

ORD record
ord-6f2990b5f65f4b19840d9479b169ccbc
Source dataset
uspto-grants-1993_12
Patent number
US05270313

Reaction notes

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