Hydrochloric Acid → 9,10-Dihydro-4-phenethyl-4H-thieno[3,4-b][1,5]benzodiazepine hydrochloride

HRID 1863157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1863157
[C:1]1([CH2:7][C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[NH:14][C:13](=O)[C:12]3=[CH:22][S:23][CH:24]=[C:11]23)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B#B.[ClH:27]>O1CCCC1>[ClH:27].[CH2:8]([N:10]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[NH:14][CH2:13][C:12]2=[CH:22][S:23][CH:24]=[C:11]12)[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 203922494,9-Dihydro-4-phenylacetyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

Produkt 1

HCID 203922749,10-Dihydro-4-phenethyl-4H-thieno[3,4-b][1,5]benzodiazepine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A 6.12 g. portion of 4,9-dihydro-4-phenylacetyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one is suspended in 100 ml. of tetrahydrofuran under argon and stirred with cooling in an ice bath. To this is added 90 ml. of 1 M diborane in tetrahydrofuran over a period of 10 minutes. The mixture is then stirred at room temperature until solution is complete, refluxed for 18 hours, cooled and 45 ml. of 6 N hydrochloric acid is added. The tetrahydrofuran is removed in vacuo and 75 ml. of 5 N sodium hydroxide is added giving the desired final product, mp. 195°-197° C.

Aufarbeitung

  1. temperaturewith cooling in an ice bath
  2. additionTo this is added 90 ml
  3. temperaturerefluxed for 18 hours
  4. temperaturecooled
  5. customThe tetrahydrofuran is removed in vacuo and 75 ml
  6. additionof 5 N sodium hydroxide is added

Quellen und Nachweise

ORD-Eintrag
ord-98d8c7a0878c43bea0d5caa2723cd888
Quelldatensatz
uspto-grants-1979_09
Patentnummer
US04168269

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