N-tosylacetamidine | 87185-90-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-tosylacetamidine
• 英文别名: N-(4-methylphenyl)sulfonylacetamidine；N-(1-Amino-ethylidene)-4-methyl-benzenesulfonamide；N'-(4-methylphenyl)sulfonylethanimidamide
• CAS: 87185-90-8
• 化学式: C₉H₁₂N₂O₂S
• 分子量: 212.272
• InChiKey: AATHMSXPRMZWAD-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C(Solv: ethanol (64-17-5))
• 沸点：
  322.6±35.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-tosylacetamidine 、 水 生成 N-乙酰基对甲苯磺酰胺
  参考文献：
  名称：

  DUBINA, V. L.;SHEBITCHENKO, L. N.;BELOV, P. N., VOPR. XIMII I XIM. TEXNOL., XARKOV, 1983, N 72, 79-82

  摘要：

  DOI：
• 作为产物：
  描述：

  N-乙酰基对甲苯磺酰胺 在 dirhodium tetraacetate 、 ammonium hydroxide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 0.25h， 生成 N-tosylacetamidine
  参考文献：
  名称：

  Chemistry of diazocarbonyl compounds: XXVIII. Reaction of acyclic N-arylsulfonylacetamides with Rh(II)-carbenoids as a new synthetic route to alkyl acetimidoates

  摘要：

  A new procedure was proposed for the synthesis of alkyl acetimidoates via alkylation of the carbonyl group in N-arylsulfonylacetamides with Rh(II)-carbenoids. The procedure ensures preparation in good yield of acetimidoates having a polyfunctionalized O-alkyl group. The obtained alkyl acetimidoates in crystal exist as E isomers with respect to the C=N bond and as s-cis conformers relative to the C-OCHRR' bond. Alkyl N-arylsulfonylacetimidoates react with ammonia and hydrazine hydrate to give in good yield the corresponding carboximidamides(hydrazides) via replacement of the O-alkyl group. Unlike structurally related compounds having simple alkyl or aryl groups on the nitrogen atom, N-arylsulfonylacetimidoates readily undergo hydrolysis in the presence of moisture and traces of acids.

  DOI：

  10.1134/s1070428006120074

文献信息

• Behavior of sulfinic acid toward N-chloramines and related compounds.
  作者：MASUMI NISHIKAWA、YASUNOBU INABA、MITSURU FURUKAWA

  DOI：10.1248/cpb.31.1374

  日期：——

  Amination of p-toluenesulfinic acid with O-mesitylenesulfonylhydroxylamine in dichloromethane gave p-toluenesulfonamide (4) together with mesitylenesulfonic anhydride (6). Similarly, the reactions with N-chloramines and N-chlorimines afforded the corresponding N-substituted p-toluenesulfonamides (7) and p-toluenesulfonyl chloride (8).

  对甲苯磺酸与 O-甲磺酰羟胺在二氯甲烷中发生胺化反应，得到对甲苯磺酰胺（4）和甲磺酸酐（6）。同样，与 N-氯胺和 N-氯亚胺反应也可得到相应的 N-取代对甲苯磺酰胺（7）和对甲苯磺酰氯（8）。
• Zelenskaya; Kozinskii; Nazarenko, Journal of applied chemistry of the USSR, 1984, vol. 57, # 5 pt 2, p. 1071 - 1072
  作者：Zelenskaya、Kozinskii、Nazarenko、Ranskii

  DOI：——

  日期：——
• ——
  作者：A. P. Avdeenko、I. L. Marchenko

  DOI：10.1023/a:1013860204257

  日期：——

  N-[N-Arylsulfonylbenz(acet)imidoyl]-3,5-dimethyl-1,4-benzoquinonimines react with alcohols to give the corresponding adducts at the activated C=N bond. The adducts lose alcohol molecule on heating to afford initial quinonimines. Hydrolysis of the title compounds leads to formation of the corresponding quinones and N-arylsulfonylamidines.
• NISHIKAWA, MASUMI;INABA, YASUNOBU;FURUKAWA, MITSURU, CHEM. AND PHARM. BULL., 1983, 31, N 4, 1374-1377
  作者：NISHIKAWA, MASUMI、INABA, YASUNOBU、FURUKAWA, MITSURU

  DOI：——

  日期：——
• ZELENSKAYA, O. V.;KOZINSKIJ, V. A.;NAZARENKO, A. V.;RANSKIJ, A. P., ZH. PRIKL. XIMII, 1984, 57, N 5, 1155-1156
  作者：ZELENSKAYA, O. V.、KOZINSKIJ, V. A.、NAZARENKO, A. V.、RANSKIJ, A. P.

  DOI：——

  日期：——