2-chloro-2'-aminodiphenylmethane | 99539-30-7

• 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: 2-chloro-2'-aminodiphenylmethane
• 英文别名: 2-(2-chlorobenzyl)phenylamine；2-(o-Chlorobenzyl)aniline；2-[(2-chlorophenyl)methyl]aniline
• CAS: 99539-30-7
• 化学式: C₁₃H₁₂ClN
• 分子量: 217.698
• InChiKey: PFFRXFWDKDIUNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-chloro-2'-aminodiphenylmethane 在 盐酸 、 sodium nitrite 作用下， 生成 10H-dibenzochlorinium fluoroborate
  参考文献：
  名称：

  Synthesis of 10H-dibenzo[b,e]chlorinium fluoroborate and deuterium exchange reactions in the CH2 unit of 10H-dibenzo[b,e]halinium cations

  摘要：

  DOI：

  10.1007/bf00956090
• 作为产物：
  描述：

  2-iodo-2'-nitrodiphenylmethane 在 copper(I) bromide 、 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.5h， 生成 2-chloro-2'-aminodiphenylmethane
  参考文献：
  名称：

  Synthesis of 10H-dibenzo[b,e]chlorinium fluoroborate and deuterium exchange reactions in the CH2 unit of 10H-dibenzo[b,e]halinium cations

  摘要：

  DOI：

  10.1007/bf00956090

文献信息

• Palladium-Catalyzed Cross-Couplings of Unsaturated Halides Bearing Relatively Acidic Hydrogen Atoms with Organozinc Reagents
  作者：Paul Knochel、Zhibing Dong、Georg Manolikakes、Jinshan Li

  DOI：10.1055/s-0028-1083286

  日期：2009.2

  A wide range of polyfunctional aryl, heteroaryl, alkyl, and benzylic zinc reagents were coupled with unsaturated aryl halides bearing an acidic NH or OH proton, using palladium(II) acetate (1 mol%), and S-Phos (2 mol%) as catalyst without the need of protecting groups. palladium catalysis - cross-coupling - functionalized zinc reagents - polyfunctional biaryls

  使用乙酸钯（II）（1 mol％）和S-Phos（2 mol％）将多种多官能芳基，杂芳基，烷基和苄基锌试剂与带有酸性NH或OH质子的不饱和芳基卤化物偶联作为催化剂，不需要保护基。 钯催化-交叉偶联-功能化锌试剂-多官能联芳基
• 2-(Imidazol-1-yl)benzophenones
  申请人：The Upjohn Company

  公开号：US03941803A1

  公开（公告）日：1976-03-02

  Compounds of formula II ##SPC1## and its phthalimide derivative III: ##SPC2## wherein R.sub.0 and R.sub.1 are hydrogen or alkyl of 1 to 3 carbon atoms, inclusive; wherein R.sub.2 is hydrogen, chloro, fluoro, or trifluoromethyl; wherein R.sub.3 is hydrogen, or fluoro with the proviso that R.sub.3 is not fluoro, if R.sub.2 is chloro or trifluoromethyl; and wherein R.sub.4 is hydrogen, fluoro, chloro, bromo, nitro, or trifluoromethyl are prepared by reacting a compound of formula I: ##SPC3## wherein R.sub.0, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are defined as above, with formaldehyde to produce compound II and reacting II with phthalimide, triphenylphosphine and finally diethyl azodicarboxylate to give compound III. Compounds II and III are useful as important intermediates for the production of known 6-phenyl-4H-imidazo[1,2-a][1,4]benzodiazepine which compounds are active as tranquilizers and antianxiety agents.

  公式II的化合物##SPC1##及其邻二甲酰亚胺衍生物III：##SPC2##其中R.sub.0和R.sub.1是氢或1至3个碳原子的烷基，包括；其中R.sub.2是氢，氯，氟或三氟甲基；其中R.sub.3是氢或氟，但R.sub.2为氯或三氟甲基时，R.sub.3不是氟；其中R.sub.4是氢，氟，氯，溴，硝基或三氟甲基，通过将公式I的化合物与甲醛反应制备II化合物，然后将II与邻二甲酰亚胺，三苯基膦和最后的二乙基双羧酸酯反应制备III化合物。化合物II和III是生产已知的6-苯基-4H-咪唑[1,2-a][1,4]苯并二氮杂平的重要中间体，这些化合物作为镇静剂和抗焦虑药物具有活性。
• 1-(.alpha.-Phenyl-o-tolyl)imidazoles
  申请人：The Upjohn Company

  公开号：US03992400A1

  公开（公告）日：1976-11-16

  Compounds of the formulae IV and V: ##SPC1## wherein R.sub.0 and R.sub.1 are hydrogen or alkyl of 1 to 3 carbon atoms, inclusive; wherein R.sub.2 is hydrogen, fluoro, chloro, or trifluoromethyl; wherein R.sub.3 is hydrogen or fluoro with the proviso that R.sub.3 cannot be fluoro, if R.sub.2 is chloro or trifluoromethyl; and wherein R.sub.4 is hydrogen, fluoro, chloro, bromo, trifluoromethyl, or nitro, are obtained by a multi-step reaction from the corresponding .alpha.-(phenyl)-o-toluidine of the formula I: ##SPC2## wherein R.sub.2, R.sub.3, and R.sub.4 are defined as above, by treating I in sequence with an alkyl ester of orthoformic acid the resulting product with 2-alkyl-2-(aminoalkyl)-1,3-dioxolane or a 2-amino-alkanone dialkyl ketal and finally with titanium tetrachloride to obtain compound IV, and oxidizing compound IV to obtain the corresponding compound V. Compounds IV and V have minor tranquilizing activity which can be utilized to calm mammals or birds. Their more important use, however, is as intermediates in the production of the strongly sedating and tranquilizing imidazolobenzodiazepines.

  公式IV和V的化合物：##SPC1##其中R.sub.0和R.sub.1是1至3个碳原子的氢或烷基；其中R.sub.2是氢，氟，氯或三氟甲基；其中R.sub.3是氢或氟，但是如果R.sub.2是氯或三氟甲基，则R.sub.3不能是氟；其中R.sub.4是氢，氟，氯，溴，三氟甲基或硝基。通过从公式I的相应α-(苯基)-o-甲基苯胺进行多步反应，可以获得这些化合物：##SPC2##其中R.sub.2，R.sub.3和R.sub.4如上所定义，依次用正甲酸烷基酯处理I，然后用2-烷基-2-(氨基烷基)-1,3-二氧兰或2-氨基-烷酮二烷基酯处理产物，最后用四氯化钛处理以获得化合物IV，并氧化化合物IV以获得相应的化合物V。化合物IV和V具有轻微的镇静作用，可用于使哺乳动物或鸟类镇静。然而，它们更重要的用途是作为生产强烈的镇静催眠咪唑苯并二氮平的中间体。
• EGOROVA, L. D.;LISICHKINA, I. N.;TOLSTAYA, T. P.;KOSTITSYNA, N. N., IZV. AN CCCP. CEP. XIM., 1985, N 6, 1347-1352
  作者：EGOROVA, L. D.、LISICHKINA, I. N.、TOLSTAYA, T. P.、KOSTITSYNA, N. N.

  DOI：——

  日期：——
• US3941803A
  申请人：——

  公开号：US3941803A

  公开（公告）日：1976-03-02