2-cyano-3-(2-methyl-1,3-dioxo-1,2,3,4-tetrahydro-isoquinolin-4-yl)-3-methylsulfanyl-acrylic acid methyl ester | 54706-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-cyano-3-(2-methyl-1,3-dioxo-1,2,3,4-tetrahydro-isoquinolin-4-yl)-3-methylsulfanyl-acrylic acid methyl ester
• CAS: 54706-33-1
• 化学式: C₁₆H₁₄N₂O₄S
• 分子量: 330.364
• InChiKey: PMCYODKQRCFGQZ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-cyano-3-(2-methyl-1,3-dioxo-1,2,3,4-tetrahydro-isoquinolin-4-yl)-3-methylsulfanyl-acrylic acid methyl ester 以 溶剂黄146 为溶剂， 生成 5-methyl-1-methylsulfanyl-3,6-dioxo-5,6-dihydro-3H-pyrano[2,3-c]isoquinoline-2-carbonitrile
  参考文献：
  名称：

  Heterocyclic ketenethioacetal derivatives. IV. Reactions of 1,2,3,4-tetrahydro-1,3-dioxoisoquinoline and 1,2,3,4-tetrahydro-1,4-dioxoisoquinoline with ketenethioacetals and reaction of these products.

  摘要：

  Reaction of 1, 3-dioxo- or 1, 4-dioxo-1, 2, 3, 4-tetrahydroisoquinolines (Ia, b, c) with ketenethioacetals (IIa, b, c, d, e, f) gave the corresponding substitution products (IIIa, b, c, d, e, f, IVa, b, V, VI, VII, IX, X) of methylthio group in ketenthioacetal derivatives in a good yield. The application of these reactions afforded pyrano [2, 3-c] isoquinoline and pyrrolo [1, 2-b] isoquinoline derivatives. The reaction of IIIa, b, IVa, or IVb with amines afforded recyclized products, 2-benzopyrano [3, 4-b] pyridine derivatives (XIIIa, b, c, d). The reaction of VII and IX with amines gave amino derivatives (XVIa, b, c) which were the replaced products of methylthio groups of VII and IX. The reaction of X with aminoacetal afforded an aminoacetal derivative (XVII) which was treated with hydrochloric acid to give a cyclized product (XVIII). The reaction of IX or XVIc with ethyl orthoformate or formic acid gave pyrimidine derivatives (XXa, b, XXI).

  DOI：

  10.1248/cpb.22.2624