HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N-Methylmescaline | HCID 138365 | — |
| Reactant | 2-(4-Bromobutyl)-3,4-dihydro-2-(3,4-dimethoxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine | HCID 20143035 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 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 | HCID 20143153 | 131.5% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04739050 |
| Source dataset | uspto-grants-1988_04 |
| ORD ID | ord-c7979a61fff84202b2ed9906397a15ad |
| Source note | uspto-grants-1988_04 |