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Dimethylamine → 7-Chloro-2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione oxalate hydrate

HRID 1194225
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Reaktionsgleichung

Reaktionsgleichung von HRID 1194225
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH:10]([CH2:12][CH2:13]Cl)[CH2:9][N:8]([CH3:15])[C:7](=[S:16])[C:6]=2[CH:17]=1.[CH3:18][NH:19][CH3:20].[C:21]([OH:26])(=[O:25])[C:22]([OH:24])=[O:23]>C(O)C.C(O)(C)C>[OH2:11].[C:21]([OH:26])(=[O:25])[C:22]([OH:24])=[O:23].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH:10]([CH2:12][CH2:13][N:19]([CH3:20])[CH3:18])[CH2:9][N:8]([CH3:15])[C:7](=[S:16])[C:6]=2[CH:17]=1
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Komponenten

6

Edukt 3

HCID 674DimethylamineHCID 971Oxalic AcidHCID 137263017-Chloro-2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione

Produkt 1

HCID 137263387-Chloro-2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione oxalate hydrate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel
HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 8.0 g (0.027 mole) of 7-chloro-2-(2-chloroethyl)-2,3-dihydro-4-methyl-1,4-benzoxazepine-5(4H)-thione in 50 ml of absolute ethanol was added 6 ml (0.054 mole) of 40% aqueous solution of dimethylamine. The solution was heated in a steel bomb at 90° C. for 14 hr. The ethanol was removed under reduced pressure and the residue was partitioned between chloroform and aqueous sodium hydroxide. The chloroform layer was concentrated to give a viscous yellow oil. The oil was dissolved in isopropyl alcohol and reacted with oxalic acid. The oxalate salt immediately precipitated. The mixture was heated and a small amount of water was added to dissolve the salt. A white crystalline powder was obtained, m.p. 150°-151° C.

Aufarbeitung

  1. customThe ethanol was removed under reduced pressure
  2. customthe residue was partitioned between chloroform and aqueous sodium hydroxide
  3. concentrationThe chloroform layer was concentrated
  4. customto give a viscous yellow oil
  5. customThe oxalate salt immediately precipitated
  6. temperatureThe mixture was heated
  7. additiona small amount of water was added
  8. dissolutionto dissolve the salt
  9. customA white crystalline powder was obtained

Quellen und Nachweise

ORD-Eintrag
ord-3ac89584dd6142e5a3d030b5bd75a1ef
Quelldatensatz
uspto-grants-1989_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04812565

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