Hydrochloric Acid → 1-(2-amino-4-chlorophenyl)-2-(1-methyl-1-H-tetrazol-5-yl)ethanone

HRID 542803

Reaktionsgleichung

Reaktionsgleichung von HRID 542803
C([Li])CCC.[CH3:6][N:7]1[C:11]([CH3:12])=[N:10][N:9]=[N:8]1.[Cl:13][C:14]1[CH:25]=[CH:24][C:17]2[C:18](=O)[O:19]C(=O)[NH:21][C:16]=2[CH:15]=1.Cl>CCCCCC.O.O1CCCC1>[NH2:21][C:16]1[CH:15]=[C:14]([Cl:13])[CH:25]=[CH:24][C:17]=1[C:18](=[O:19])[CH2:12][C:11]1[N:7]([CH3:6])[N:8]=[N:9][N:10]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 788251,5-DimethyltetrazoleHCID 3291054-Chloroisatoic anhydrideHCID 178418339Butyllithium

Produkt 1

HCID 202072551-(2-amino-4-chlorophenyl)-2-(1-methyl-1-H-tetrazol-5-yl)ethanone

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

A solution of butyl lithium in hexane (1.6M, 20.8 ml) was added slowly to a stirred mixture of 1,5-dimethyltetrazole (3.26 g) and dry tetrahydrofuran (70 ml) at 0° under nitrogen. The mixture was stirred at 0° for 0.5 hour and then 7-chloro-1H-3,1-benzoxazine-2,4-dione (2.17 g) was added in portions at 0° to 5°. The mixture was stirred at room temperature for 3 hours, then poured into water (200 ml) and acidified with 5N hydrochloric acid to pH 6 to 7. The mixture was extracted with dichloromethane (4×70 ml). The extracts were combined, dried over anhydrous magnesium sulphate and evaporated to give the novel compound 1-(2-amino-4-chlorophenyl)-2-(1-methyl-1-H-tetrazol-5-yl)ethanone as an oil that was used in the next stage without purification.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 3 hours
  2. extractionThe mixture was extracted with dichloromethane (4×70 ml)
  3. dry with materialdried over anhydrous magnesium sulphate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-8fd4d18c9d204ea093ea98145d4910d4
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659718

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