4,5-dimethyl-3,6-dihydro-2H-[1,2]thiazine 1-oxide | 33236-36-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: 4,5-dimethyl-3,6-dihydro-2H-[1,2]thiazine 1-oxide
• 英文别名: 4,5-dimethyl-3,6-dihydro-2H-thiazine 1-oxide
• CAS: 33236-36-1
• 化学式: C₆H₁₁NOS
• 分子量: 145.225
• InChiKey: ZUPMZUPQLMXPDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  48.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-3,6-dihydro-2H-[1,2]thiazine 1-oxide 在 磺酰氯 、 polyphosphoric acid trimethylsilyl ester 作用下， 以 二氯甲烷 为溶剂， 生成 4,5-dimethyl-1,2-thiazinylium trifluoromethanesulfonate
  参考文献：
  名称：

  First synthesis of stable 5-alkyl- or 4,5-dialkyl-substituted 1,2-thiazinylium salt

  摘要：

  5-t-Butyl-1,2-thiazinylium 6c and rigid 5,8-ethano-5,8-dihydrobenzo[d]-1,2-thiazinylium salts 17 without conjugated stabilization with the aromatic ring at the 4- or 5-position of the thiazine ring have been successfully obtained as crystals. (C) 2001 Elsevier Science Ltd. Air rights reserved.

  DOI：

  10.1016/s0040-4039(01)00684-0
• 作为产物：
  描述：

  (4,5-dimethyl-1-oxo-3,6-dihydrothiazin-2-yl)-dimethylsulfanium;tetrafluoroborate 以80%的产率得到
  参考文献：
  名称：

  ROESSERT M.; KRAUS W.; KRESZE G., TETRAHEDRON LETT., 1978, NO 47, 4669-4670

  摘要：

  DOI：

文献信息

• New reactive N-sulfinyl compounds
  作者：M. Rössert、W. Kraus、G. Kresze

  DOI：10.1016/s0040-4039(01)85700-2

  日期：——
• Metalation and alkylation of 3,6-dihydrothiazine 1-oxides prepared via Diels-Alder cycloadditions of N-sulfinyl dienophiles
  作者：Scott I. Bell、M. Parvez、Steven M. Weinreb

  DOI：10.1021/jo00001a068

  日期：1991.1

  The deprotonation of various 3,6-dihydrothiazine 1-oxides using LDA or methyllithium has been investigated. It was found that the stability and chemistry of these lithiated heterocycles are highly dependent upon the nature of the ring nitrogen substituent. Thus, N-alkyldihydrothiazine oxides can be metalated at C-6 to give species postulated as 9, which undergo predominantly anti alkylation with alkyl halides. Alternatively, with MeOD, 9 is deuterated at C-6 primarily in a syn mode. N-Silylated heterocycles ring open rapidly and stereoselectively upon metalation to give dienic sulfinamides like 19, which can be reclosed to the starting dihydrothiazine oxides. N-Phenyl-substituted 3,6-dihydrothiazine 1-oxides upon metalation give mixtures of pyrroles and N-S bond cleavage products. Attempts to generate the dianion from NH dihydrothiazine oxide 17 led only to low yields of C-4 alkylated products with alkyl halides.
• BELL, SCOTT I.;PARVEZ, M.;WEINREB, STEVEN M., J. ORG. CHEM., 56,(1991) N, C. 373-377
  作者：BELL, SCOTT I.、PARVEZ, M.、WEINREB, STEVEN M.

  DOI：——

  日期：——