Sodium Carbonate → 6-o-chlorophenyl-8-ethyl-4H-tetrazolo[5,1-c]thieno[2,3-e] [1,4]diazepine

HRID 1606041

Reaktionsgleichung

Reaktionsgleichung von HRID 1606041
[NH:1]([C:3]1[CH2:4][N:5]=[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[C:7]2[CH:12]=[C:11]([CH2:13][CH3:14])[S:10][C:8]=2[N:9]=1)[NH2:2].[N:22]([O-])=O.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>Cl.O>[Cl:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:6]1[C:7]2[CH:12]=[C:11]([CH2:13][CH3:14])[S:10][C:8]=2[N:9]2[N:22]=[N:2][N:1]=[C:3]2[CH2:4][N:5]=1

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 124342992-hydrazino-5-o-chlorophenyl-7-ethyl-3H-thieno[2,3-e][1,4]diazepineHCID 23668193Sodium Nitrite

Produkt 1

HCID 545355496-o-chlorophenyl-8-ethyl-4H-tetrazolo[5,1-c]thieno[2,3-e] [1,4]diazepineAusbeute 79,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

[f] 10 g of 2-hydrazino-5-o-chlorophenyl-7-ethyl-3H-thieno[2,3-e][1,4]diazepine prepared in the above example [d] is suspended in 54 ml of 2N hydrochloric acid. A solution of 2.4 g of sodium nitrite in 20 ml of water is added to the suspension at -5°C with stirring. The mixture is stirred at room temperature for 30 minutes, and then alkalified with sodium carbonate. The precipitated crystals are filtered off and dissolved in chloroform, and the solution is washed with water. The chloroform layer is dried over anhydrous magnesium sulfate, and the chloroform is distilled off under reduced pressure. The reddish brown jellylike residue thus obtained is crystallized from a mixture of ligroin and ethanol to give 8.2 g of 6-o-chlorophenyl-8-ethyl-4H-tetrazolo[5,1-c]thieno[2,3-e] [1,4]diazepine as white crystals. The product, when recrystallized from ethanol, melts at 135° - 136°C.

Aufarbeitung

  1. stirringThe mixture is stirred at room temperature for 30 minutes
  2. filtrationThe precipitated crystals are filtered off
  3. dissolutiondissolved in chloroform
  4. washthe solution is washed with water
  5. dry with materialThe chloroform layer is dried over anhydrous magnesium sulfate
  6. distillationthe chloroform is distilled off under reduced pressure
  7. customThe reddish brown jellylike residue thus obtained
  8. customis crystallized from a mixture of ligroin and ethanol

Quellen und Nachweise

ORD-Eintrag
ord-0e4c796d5c3441c3bd35cceb2000c360
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03952006

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