Hydrochloric Acid → 3,4-Dihydro-2-(3,4-dimethoxyphenyl)-4-methyl-2-[4-(N-methyl-3,4,5-trimethoxyphenethylamino)butyl]-3-oxo-2H-1,4-benzothiazine oxalate

HRID 649329

Reaktionsgleichung

Reaktionsgleichung von HRID 649329
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=2)[C:11](=[O:12])[N:10]([CH3:13])[C:9]2[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=2[S:7]1.[C:28](=[O:31])([O-:30])[O-].[Na+].[Na+].[CH3:34][NH:35][CH2:36][CH2:37][C:38]1[CH:43]=[C:42]([O:44][CH3:45])[C:41]([O:46][CH3:47])=[C:40]([O:48][CH3:49])[CH:39]=1.Cl>CN(C)C=O.C(Cl)(Cl)Cl>[C:27]([OH:26])(=[O:44])[C:28]([OH:30])=[O:31].[CH3:27][O:26][C:20]1[CH:19]=[C:18]([C:6]2([CH2:5][CH2:4][CH2:3][CH2:2][N:35]([CH2:36][CH2:37][C:38]3[CH:39]=[C:40]([O:48][CH3:49])[C:41]([O:46][CH3:47])=[C:42]([O:44][CH3:45])[CH:43]=3)[CH3:34])[C:11](=[O:12])[N:10]([CH3:13])[C:9]3[CH:14]=[CH:15][CH:16]=[CH:17][C:8]=3[S:7]2)[CH:23]=[CH:22][C:21]=1[O:24][CH3:25]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 138365N-MethylmescalineHCID 201430352-(4-Bromobutyl)-3,4-dihydro-2-(3,4-dimethoxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine

Produkt 1

HCID 201431533,4-Dihydro-2-(3,4-dimethoxyphenyl)-4-methyl-2-[4-(N-methyl-3,4,5-trimethoxyphenethylamino)butyl]-3-oxo-2H-1,4-benzothiazine oxalateAusbeute 131,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(4-bromobutyl)-3,4-dihydro-2-(3,4-dimethoxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine (1.5 g, compound No. 32) in dimethylformamide (20 ml), sodium carbonate (0.7 g) and N-methyl-3,4,5-trimethoxyphenethylamine (1.1 g) are added, and the mixture is stirred for 1 hour at 80°-90° C. The mixture is poured into a mixture of chloroform and 1N hydrochloric acid, and the organic layer is concentrated in vacuo. The residue is treated by the similar method as in Example 24 to give 1.5 g (65.8%) of the titled compound.

Aufarbeitung

  1. concentrationthe organic layer is concentrated in vacuo
  2. additionThe residue is treated by the similar method as in Example 24

Quellen und Nachweise

ORD-Eintrag
ord-c7979a61fff84202b2ed9906397a15ad
Quelldatensatz
uspto-grants-1988_04
Patentnummer
US04739050

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