1,4-Dioxane → HCID 14152935, Verbindung

HRID 648487

Reaktionsgleichung

Reaktionsgleichung von HRID 648487
C1(O[C:8](=[O:30])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:21][CH2:20][N:19]([C:22]4[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)=[CH:12][CH:11]=2)C=CC=CC=1.C([O:33][C:34](=O)[CH2:35][NH:36][CH:37]([CH3:39])[CH3:38])C.O1CCOCC1>CN(C)C1C=CN=CC=1.O>[CH3:29][O:28][C:25]1[CH:26]=[CH:27][C:22]([N:19]2[CH2:20][CH2:21][N:16]([C:13]3[CH:12]=[CH:11][C:10]([N:9]4[C:34](=[O:33])[CH2:35][N:36]([CH:37]([CH3:39])[CH3:38])[C:8]4=[O:30])=[CH:15][CH:14]=3)[CH2:17][CH2:18]2)=[CH:23][CH:24]=1

Komponenten

6

Edukt 3

HCID 312751,4-DioxaneHCID 351625Ethyl 2-((propan-2-yl)amino)acetateHCID 981607Phenyl N-(4-(4-(4-methoxyphenyl)piperazin-1-yl)phenyl)carbamate

Produkt 1

HCID 14152935HCID 14152935, VerbindungAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5 parts of phenyl[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]carbamate, 3 parts of ethyl[(1-methylethyl)amino]acetate, 1 part of N,N-dimethyl-4-pyridinamine and 100 parts of 1,4-dioxane was stirred and refluxed overnight. The warm solution was saturated with water and allowed to cool. The solution was poured onto water and extracted with trichloromethane. The extract was washed with water, dried, filtered and evaporated. The residue was purified by filtration over silica gel using a mixture of trichloromethane and methanol (98:2 by volume) as eluent. The filtrate was evaporated and the residue was crystallized from methylbenzene, yielding 3.7 parts (73%) of 3-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-1-(1-methylethyl)-2,4-imidazolidinedione; mp. 193.7° C. (38).

Aufarbeitung

  1. temperaturerefluxed overnight
  2. temperatureto cool
  3. additionThe solution was poured onto water
  4. extractionextracted with trichloromethane
  5. washThe extract was washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. filtrationThe residue was purified by filtration over silica gel using
  10. additiona mixture of trichloromethane and methanol (98:2 by volume) as eluent
  11. customThe filtrate was evaporated
  12. customthe residue was crystallized from methylbenzene

Quellen und Nachweise

ORD-Eintrag
ord-be92ae4a412444b888a6a9a14e4eb534
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04735942

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