Hydroxylamine → HCID 21320707, compound

HRID 261772Notes

Reaction equation

HRID 261772 reaction equation
[C:1]1([C:7]2[C:12](=[O:13])[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:10][N:9]([OH:20])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.NO.N1C=CC=[CH:25][C:24]1=[O:29].C(OC(=O)C)(=O)C>>[C:24]([O:20][N:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:12](=[O:13])[C:11]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:10]1)(=[O:29])[CH3:25]

Participants

5

Reactant 4

HCID 787HydroxylamineHCID 7918Acetic AnhydrideHCID 88712-PyridoneHCID 21827167HCID 21827167, compound

Product 1

HCID 21320707HCID 21320707, compound

Procedure

A 2.4 g. portion of 3,5-diphenyl-1-hydroxy-4(1H)-pyridone was made by the process of Example 23, using hydroxylamine as the aminating agent. The pyridone was added to 25 ml. of acetic anhydride and the mixture was heated on the steam bath for about 1 hour. The volatiles were then evaporated under vacuum, and the residue was washed with benzene and then recrystallized, first from benzene and then from chloroform-hexane. The yield was 2.1 g. of 1-acetoxy-3,5-diphenyl-4(1H)-pyridone, m.p. 197°-199° C.

Workup

  1. customThe volatiles were then evaporated under vacuum
  2. washthe residue was washed with benzene
  3. customrecrystallized, first from benzene

Sources & evidence

ORD record
ord-2363ee143e32415f83beffbb3eec16b7
Source dataset
uspto-grants-1979_05
Patent number
US04152136

Reaction notes

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