Hydroxyamine hydrochloride → HCID 86747991, compound

HRID 1729348Notes

Reaction equation

HRID 1729348 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:23]2([O:29][CH3:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH:5]=[C:6]([S:8][C:9]2[CH:22]=[CH:21][C:12]([C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=O)=[CH:11][CH:10]=2)[CH:7]=1.Cl.[NH2:32][OH:33]>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([C:23]2([O:29][CH3:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH:5]=[C:6]([S:8][C:9]2[CH:22]=[CH:21][C:12]([C:13](=[N:32][OH:33])[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 18996146HCID 18996146, compound

Product 1

HCID 86747991HCID 86747991, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzophenone (0.22 g), hydroxylamine hydrochloride (0.042 g) and pyridine (4 ml) was stirred and heated to reflux for 3 hours. The mixture was cooled to ambient temperature and partitioned between diethyl ether and water. The organic phase was washed with brine. dried (MgSO4) and evaporated. There was thus obtained, as a mixture of (E)- and (Z)-isomers, 4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzophenone oxime as a foam (0.12 g, 53%);

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. custompartitioned between diethyl ether and water
  4. washThe organic phase was washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-abaa7c0a88604fd2b74135335361161c
Source dataset
uspto-grants-1994_07
Patent number
US05332757

Reaction notes

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