CAS: 1585-17-7; 2,4-Bis(Chloromethyl)-1,3,5-Trimethylbenzene

该化合物是一种氯化芳香化合物,主要用作有机合成的中间体,其结构结构有两个活性氯甲基组和苯环上的三个甲基替代物,使其对交叉联系和聚合反应具有价值.该化合物在核循环替代工艺中表现出高度的回活动性,使其得以用于生产特殊树脂,聚合物和药品.其对称的三甲基苯骨干有助于热稳定性,而氯甲基组则有利于进一步的功能化.该产品一般在受控条件下因其湿度敏感而处理.它发现在高级材料科学中的应用,特别是在需要受控分子结构的地方.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

chloromethyl methyl ether acetic acid 1,3,5-trimethyl-benzene formaldehyd pentamethylbenzene, 2,4-bis-acetoxymethyl-1,3,5-trimethyl-benzene 2,4-bis-methoxymethyl-1,3,5-trimethyl-benzene 2,4-bis-aminomethyl-1,3,5-trimethyl-benzene

合成工艺路线路线简述

  • 合成目标产物 2,4-Bis(Chloromethyl)Mesitylene 主要起始原料 Chloromethyl Methyl Ether And Mesitylene
  • (文献来源)合成步骤主要原料 Chloromethyl Methyl Ether 和 Mesitylene
氯甲基甲基醚,均三甲苯置于zinc(II) Chloride体系中,化学反应 0.17H,以76%的收率获得2,4-双(氯甲基)三甲基苯
参考文献:5-叔丁基-8,12,14-三甲基-和5-叔丁基-8,12,14,16-四甲基[2.2]间环芳烷的合成及其在苯中的路易斯酸处理
标题:5-叔丁基-8,12,14-三甲基-和5-叔丁基-8,12,14,16-四甲基[2.2]间环芳烷的合成及其在苯中的路易斯酸处理
摘要:在苯中用 Alcl3-Meno2 处理 5-叔丁基-8,12,14,16-四甲基 [2.2]Mcp 导致叔丁基转移,得到 8,12,14,16-四甲基 [2.2]Mcp与叔丁基苯一起收率非常好.另一方面,5-叔丁基-8,12,14-三甲基[2.2]Mcp的相同处理导致环环化反应和异构化反应,得到相应的无应变的2-叔丁基-3A,6,8-三甲基-3,3A,4,5,9,10-六氢芘收率非常好.
Doi:10.3184/030823409X465222

海关参考信息

专利信息


专利号:US-6355826-B1
优先权日:1997-09-17
标题:Synthesis of stable nitrile oxide compounds
发明人:PARKER DANE KENTON
权利人:GOODYEAR TIRE & RUBBER
摘要:This invention discloses a process for the synthesis of stable aryl nitrile oxides which comprises the sequential steps of (1) halomethylating a halomethyl group onto a substituted aromatic compounds wherein said halomethyl group is halomethylated onto a position that is ortho to at least one of the substituent groups on the substituted aromatic compound; (2) converting the ortho halomethylated-substituted aromatic compound into an ortho-substituted aromatic aldehyde by reacting the ortho halomethylated-substituted aromatic compound with a salt selected from the group consisting of sodium 2-nitropropane and potassium 2-nitropropane in a lower alcohol solvent; (3) converting the ortho-substituted aromatic aldehyde into an ortho-substituted aromatic; and (4) converting the ortho-substituted aromatic oxime into the ortho-substituted aryl nitrile oxide by reacting the ortho-substituted aromatic oxime with an aqueous sodium hypochlorite solution.

专利号:US-7189864-B2
优先权日:1990-11-19
标 题:Method of preparing intermediates useful in synthesis of retroviral protease inhibitors
发明人:NG JOHN S; PRZYBYLA CLAIRE A; MUELLER RICHARD A; VAZQUEZ MICHAEL L; GETMAN DANIEL P
权利人:SEARLE & CO
摘要:A synthesis is described for intermediates which are readily amenable to the large scale preparation of hydroxyethylurea-based chiral HIV protease inhibitors. The method includes forming a diastereoselective epoxide from a chiral alpha amino aldehyde.

专利号:US-6022996-A
优先权日:1990-11-19
标 题 :Method for making intermediates useful in synthesis of retroviral protease inhibitors
发明人:NG JOHN S; PRZYBYLA CLAIRE A; MUELLER RICHARD A; VAZQUEZ MICHAEL L; GETMAN DANIEL P
权利人:SEARLE & CO
摘要:A synthesis is described for intermediates which are readily amenable to the large scale preparation of hydroxyethylurea-based chiral HIV protease inhibitors. The method includes forming a diastereoselective epoxide from a chiral alpha amino aldehyde.

专利号:EP-0641333-B1
优先权日:1992-05-20
标 题 :Method for making intermediates useful in synthesis of retroviral protease inhibitors
发明人:NG JOHN S; PRZYBYLA CLAIRE A; MUELLER RICHARD A; VAZQUEZ MICHAEL L; GETMAN DANIEL P
权利人:SEARLE & CO; MONSANTO CO
摘要:A synthesis is described for intermediates which are readily amenable to the large scale preparation of hydroxyethylurea-based chiral HIV protease inhibitors. The method includes forming a diastereoselective epoxide compound of formula (I) from a chiral alpha amino aldehyde and halomethyllithium as an organometallic methylene-adding reagent. In formula (I) R<1> is selected from alkyl, aryl, cycloalkyl, cycloalkylalkyl and arylalkyl, which are optionally substituted with a group selected from alkyl, halogen, NO2, OR<9> or SR<9>, where R<9> represents hydrogen or alkyl; and P<1> and P<2> independently are selected from amine protecting groups, including but not limited to, arylalkyl, substituted arylalkyl, cycloalkenylalkyl and substituted cycloalkenylalkyl, allyl, substituted allyl, acyl, alkoxycarbonyl, aralkoxycarbonyl and silyl.

专利号:EP-0855388-B1
优先权日:1993-11-23
标 题 :Method for making intermediates useful in synthesis of retroviral protease inhibitors
发明人:NG JOHN S; PRZYBYLA CLAIRE A; MUELLER RICHARD A; VAZQUEZ MICHAEL L; GETMAN DANIEL P; FRESKOS JOHN J; DECRESCENZO GARY A; BERTENSHAW DEBORAH E; HEINTZ ROBERT M; ZHANG SUHONG; LIU CHIN; LANEMAN SCOTT A
权利人:SEARLE & CO
摘要:A synthesis is described for intermediates which are readily amenable to the large scale preparation of hydroxyethylurea-based chiral HIV protease inhibitors. The method includes forming a cyanohydrin from a chiral alpha amino aldehyde.

专利号:US-2002161234-A1
优先权日:1990-11-19
标 题 :Method of preparing intermediates useful in synthesis of retroviral protease inhibitors
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合成参考文献


参考文献:10.1055/s-2007-965938
摘要:Alcalde E, Mesquida N, Dinarès I, Rodríguez S. Imidazolium-Based Frameworks: Imidazolium Salt-Oxazoline/Palladium(II) Acetate In Situ Catalyst Systems. Synthesis. 2007 Mar;2007(6):865–72. doi: 10.1055/s-2007-965938.
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