Water → 9-Chloro-7-[2-(2,4-di-t-amylphenoxy)butanoylamino]-6-hydroxy-1,5-benzodiazepin-2,4-dione

HRID 1253011

Reaktionsgleichung

Reaktionsgleichung von HRID 1253011
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[OH:12].[C:13]([C:18]1[CH:30]=[C:29]([C:31]([CH2:34][CH3:35])([CH3:33])[CH3:32])[CH:28]=[CH:27][C:19]=1[O:20][CH:21]([CH2:25][CH3:26])[C:22](Cl)=[O:23])([CH2:16][CH3:17])([CH3:15])[CH3:14].[Cl-].[NH4+:37].[OH2:38]>C(#N)C.C(O)(C)C>[Cl:8][C:6]1[C:5]2=[N:9][C:3](=[O:12])[CH2:2][C:7](=[O:38])[N:37]=[C:4]2[C:3]([OH:12])=[C:2]([NH:1][C:22](=[O:23])[CH:21]([O:20][C:19]2[CH:27]=[CH:28][C:29]([C:31]([CH2:34][CH3:35])([CH3:33])[CH3:32])=[CH:30][C:18]=2[C:13]([CH2:16][CH3:17])([CH3:15])[CH3:14])[CH2:25][CH3:26])[CH:7]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 1703932-(2,4-Bis(1,1-dimethylpropyl)phenoxy)butyryl chlorideHCID 38948482-Amino-4-chloro-5-nitrophenol

Produkt 1

HCID 1355831249-Chloro-7-[2-(2,4-di-t-amylphenoxy)butanoylamino]-6-hydroxy-1,5-benzodiazepin-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3776IsopropanolLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

20 g of 2-amino-4-chloro-5-nitrophenol was dispersed in 150 ml of acetonitrile, and 37.7 g of 2-(2,4-di-t-amylphenoxy)butanoyl chloride was added thereto dropwise under refluxing. After stirring while refluxing for 1 hour, the reaction mixture was cooled to room temperature, and the crystals thus formed were collected by filtration, washed with acetonitrile, and dried to obtain crystals weighing 49.5 g. A mixture of 49 g of the resulting crystals, 28 g of reduced iron, 2.7 g of ammonium chloride, 50 ml of water, and 500 ml of isopropanol was stirred while refluxing for 1 hour. The iron powder was removed by filtration, and the filtrate was cooled to precipitate crystals, which were then collected by filtration and dried to provide 42.4 g of the desired compound.

Aufarbeitung

  1. temperaturedropwise under refluxing
  2. temperaturewhile refluxing for 1 hour
  3. customthe crystals thus formed
  4. filtrationwere collected by filtration
  5. washwashed with acetonitrile
  6. customdried
  7. customto obtain crystals
  8. stirringwas stirred
  9. temperaturewhile refluxing for 1 hour
  10. customThe iron powder was removed by filtration
  11. temperaturethe filtrate was cooled
  12. customto precipitate crystals, which
  13. filtrationwere then collected by filtration
  14. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1cba715718e34875ad2b96e5a10929bb
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04746602

Verknüpfte Notizen

Wird geladen…