関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Carbon Dioxide | HCID 280 | — |
| 反応物 | Hydrogen Peroxide | HCID 784 | — |
| 反応物 | Hydroxylamine | HCID 787 | — |
| 反応物 | 4-Chloro-3-nitrobenzoic acid | HCID 7320 | — |
| 反応物 | Thiophenol | HCID 7969 | — |
| 反応物 | Isoamyl Nitrite | HCID 8053 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 2-Benzothiazolamine, 4-chloro- | HCID 29872 | — |
| 反応物 | Oxalyl chloride | HCID 65578 | — |
| 反応物 | Aluminum(III) Chloride | HCID 6451240 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Formic Acid | HCID 284 | — |
| 生成物 | 1,2-Benzisothiazole-3-carboxylic acid | HCID 94512 | — |
| 生成物 | 1,3-Benzothiazole-5-carboxylic acid | HCID 2735460 | — |
| 生成物 | 1,3-Benzothiazole-4-carboxylic acid | HCID 20398548 | — |
反応手順
The benzisoxazole-, benzisoxazole-, and benzothiazolecarboxylic acids were prepared using similar strategies outlined for the indazole acids. For example, ethyl 6-bromobenzisoxazole-3-carboxylate was prepared from 2,5-dibromonitrobenzene by reaction with diethyl malonate, saponification and decarboxylation, and reaction with isoamylnitrite. Ethyl benzisoxazole-3-carboxylate was obtained by hydrogenolysis of the 6-bromo derivative. 4-Benzothiazolecarboxylic acid was prepared from 2-amino-4-chloro-benzothiazole by reaction with isoamyl nitrite followed by metal-halogen exchange and trapping with carbon dioxide. 5-Benzothiazolecarboxylic acid was prepared from 4-chloro-3-nitrobenzoic acid by reaction with Na2S and sodium hydroxide followed by reduction with zinc in formic acid. 3-Benzisothiazolecarboxylic acid was prepared from thiophenol by reaction with oxalyl chloride and aluminum chloride followed by treatment with hydroxylamine, hydrogen peroxide, and sodium hydroxide.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08486937B2 |
|---|
| 出典データセット | uspto-grants-2013_07 |
|---|
| ORD ID | ord-2d79172671204d0cb7d2bb9800e043fe |
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| 出典メモ | uspto-grants-2013_07 |
|---|
