Hydroxyamine hydrochloride → 2-Amino-2'-[o-fluoro-alpha-(hydroxylimino)benzyl]-4'-nitro-acetanilide

HRID 2418313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2418313
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:13]=2[NH:12][C:11](=[O:22])[CH2:10][N:9]=1.Cl.[NH2:24][OH:25]>N1C=CC=CC=1.C(Cl)Cl>[NH2:9][CH2:10][C:11]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:14]=1[C:8](=[N:24][OH:25])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])=[O:22]

Komponenten

5

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 520217Norflunitrazepam

Produkt 1

HCID 867396442-Amino-2'-[o-fluoro-alpha-(hydroxylimino)benzyl]-4'-nitro-acetanilide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 50 g (0.167 mol) of 5-(2-fluorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one and 17.4 g (0.25 mol) of hydroxylamine hydrochloride in 200 ml of pyridine is heated to reflux overnight under argon. The mixture is concentrated in a rotary evaporator and the residue is taken up in methylene chloride. The organic phase is washed with water, dried and evaporated. The aqueous phase is extracted with chloroform overnight in a perforator. After drying and removing the solvent, the residue is combined with the crude product obtained above, suspended in 200 ml of methylene chloride and filtered off. There is obtained 2-amino-2'-[o-fluoro-α-(hydroxylimino)benzyl]-4'-nitro-acetanilide of melting point 198°.

Aufarbeitung

  1. temperatureto reflux overnight under argon
  2. concentrationThe mixture is concentrated in a rotary evaporator
  3. washThe organic phase is washed with water
  4. customdried
  5. customevaporated
  6. extractionThe aqueous phase is extracted with chloroform overnight in a perforator
  7. customAfter drying
  8. customremoving the solvent
  9. customobtained above,
  10. filtrationfiltered off

Quellen und Nachweise

ORD-Eintrag
ord-8525c1f7b10b4291aabd1b087eace05d
Quelldatensatz
uspto-grants-1984_09
Patentnummer
US04472435

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