Diazepam → 10-chloro-2-chloromethyl-2,3,5,11b-tetrahydro-7-methyl-11b-phenyloxazolo[3,2-d][1,4]benzodiazepin-6(7H)-one

HRID 1658601

Reaktionsgleichung

Reaktionsgleichung von HRID 1658601
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1.[Cl-].[Al+3].[Cl-].[Cl-].[Cl:25][CH2:26][CH:27]1[O:29][CH2:28]1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]3[CH2:28][CH:27]([CH2:26][Cl:25])[O:29][C:7]3([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1

Komponenten

5

Edukt 3

HCID 3016DiazepamHCID 7835EpichlorohydrinHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 2140997110-chloro-2-chloromethyl-2,3,5,11b-tetrahydro-7-methyl-11b-phenyloxazolo[3,2-d][1,4]benzodiazepin-6(7H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel3×

Versuchsvorschrift

A mixture of 10 g. (35 mmole) of 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one, 10 g. of aluminum chloride, and 200 ml. of dried benzene was treated with 30 ml. of 1-chloro-2,3-epoxypropane in 100 ml. of benzene. The reaction mixture was stirred overnight. Work-up as in Method A, Example 5, above gave 32 g. of a crude oil. The oil was dissolved in benzene, filtered over Florisil, evaporated to dryness and crystallized from ether-petroleum ether to give the above-titled product as colorless needles, m.p. 140°-142°.

Aufarbeitung

  1. additionA mixture of 10 g
  2. filtrationfiltered over Florisil
  3. customevaporated to dryness
  4. customcrystallized from ether-petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-2f79d531ab244d1f86b64aabdd21988b
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03965151

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