4-Aminophenyl benzylcarbamate → HCID 178467276, compound

HRID 437972Notes

Reaction equation

HRID 437972 reaction equation
[C:1]([C:4]1[C:5](=[O:15])[O:6][C:7]([OH:14])=[C:8]([C:11](=[O:13])[CH3:12])[C:9]=1[OH:10])(=O)[CH3:2].[CH2:16]([NH:23][C:24]([O:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CO>[C:11]([C:8]1[C:7](=[O:14])[O:6][C:5](=[O:15])[C:4](=[C:1]([NH:31][C:30]2[CH:32]=[CH:33][C:27]([O:26][C:24](=[O:25])[NH:23][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:28][CH:29]=2)[CH3:2])[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 214275694-Aminophenyl benzylcarbamateHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178467276HCID 178467276, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a boiling solution of 2.1 g. (0.01 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 150 ml. of methanol is added 2.4 g. (0.01 m.) of p-(N-benzylcarbamoyloxy)aniline and the resulting mixture is refluxed for one hour. The cooled reaction mixture is filtered and the solid is recrystallized to furnish 5-acetyl-3-[1-(p-N-benzylcarbamoyloxyphenylamino)ethylidene]-4-hydroxy-2H-pyran-2,6(3H)-dione, m.p. 195°-197° C.

Workup

  1. customThe cooled reaction mixture
  2. filtrationis filtered
  3. customthe solid is recrystallized

Sources & evidence

ORD record
ord-ba7298838b6848a59996470ada05c4ce
Source dataset
uspto-grants-1977_06
Patent number
US04032652

Reaction notes

Loading…