ハロスルホン酸を閉環剤とするイソキノリン合成(第2報)クロルスルホン酸中3,4-ジメトキシベンジリデンアミノアセタールの閉環によるイソキノリン誘導体の生成
スポンサーリンク
概要
- 論文の詳細を見る
In the course of a study on the isoquinoline synthesis in which halosulfonic acid was employed as a cyclizing agent, 3,4-dimethoxybenzylideneaminoacetal (4) was treated with chlorosulfonic acid at -5°, followed by standing at a room temperature for 72 hr to afford two bases, 3-chloro-6,7-dimethoxyisoquinoline (7), mp 134-135° (hydrochloride, mp 158-162° (decomp.)) in 53% yield and a very small amount of 6,7-dimethoxyiso-quinoline (12). The former is a new compound whose structure was determined from various spectral data and by degradative evidence including its reduction to 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (8) and its oxidation to a new acid, 6-chlorocinchomeronic acid (10), mp 191-193°. Formation of 12 was recognized by means of thin-layer chromatography (TLC) and gas-liquid chromatography (GLC) identical with those of an authentic sample.
- 1975-09-25
著者
関連論文
- 14 セファランチンを中心としたビスベンジルイソキノリン型アルカロイドの化学における新展開
- Alkaloids from the Fruits of Stephania japonica MIERS. I. Structure of Stephabenine : A New Hasubanan Ester-Ketal Alkaloid
- 防已科植物アルカロイド研究(第236報) : ハスノハカズラStephania japonica MIERSのアルカロイド(補遺16) HasubanonineのHofmann分解について
- ハロスルホン酸を閉環剤とするイソキノリン合成(第2報)クロルスルホン酸中3,4-ジメトキシベンジリデンアミノアセタールの閉環によるイソキノリン誘導体の生成
- Constitution of Four New Hasubanan Alkaloids from Stephania japonica MIERS
- Studies on the Alkaloids of Menispermaceuos Plants. CCX. Alkaloids of Stephania japonica MIERS. (Suppl. 9). Structure of Hasubanonine and Homostephanoline
- 防巳科植物アルカロイド研究(第218報) : ハスノハカズラStephania japonica MIERSのアルカロイド(補遺15) : Dehydroepistephanineとその水素化について
- Formation of Isopavine by the Cyclization of N-[α-(3,4-Dimethoxybenzyl)-3,4-dimethoxybenzyl] aminoacetal with Chlorosulfonic Acid