CAS: 5274-70-4; 2-Hydroxy-3-Nitrobenzaldehyde

该化合物是一种有机化合物,具有氢氧基组(-OH)和亚硝基(-NO2)的特征,同时附于苯甲醚结构;该化合物的特征是芳香环,有助于其稳定性和反应性;该物质的存在具有极性特征,提高了极地溶剂中的溶解性,而该硝基化合物因其电子抽取特性而闻名,影响化合物在电益替代反应中的再活动;通常,2-氢氧-3-硝基苯甲酰胺作为黄色至橙色晶状固体出现,在某些条件下可能表现出荧光;该物质经常用于有机合成,并用作染料,药品和农用化学品生产的中间体;此外,该化合物的作用组使其具有各种化学反应的候选性,包括减少和凝聚反应,这可能导致形成更复杂的有机分子;在处理该化合物时,应当采取安全防范措施,因为如果浸入或吸入,可能会对健康造成风险.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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合成工艺路线路线简述

  • 合成目标产物 3-Nitrosalicylaldehyde 主要起始原料 Salicylaldehyde
  • (文献来源)合成步骤主要原料 Salicylaldehyde
水杨醛置于三聚氯氰体系中,用 乙腈 作为反应溶剂,化学反应 0.83H,以80%的收率获得产物3-硝基水杨醛
参考文献:纤维素负载的 Ni(No3)2 . 6H2O/2,4,6-Trichloro-1,3,5-Triazine (Tct) 作为一种温和,选择性和可生物降解的苯酚硝化系统
标题:纤维素负载的 Ni(No3)2 . 6H2O/2,4,6-Trichloro-1,3,5-Triazine (Tct) 作为一种温和,选择性和可生物降解的苯酚硝化系统
摘要:摘要 在可生物降解的纤维素负载ni(No3)2.6H2O/2,4,6-三氯-1,3,5-三嗪的存在下,在乙腈中室温下硝化某些酚类和萘酚.邻硝化苯酚在较短的反应时间内以区域选择性获得,产率非常好.反应条件温和,所用纤维素可多次回收再利用.
DOI:10.1080/00397911.2010.516054

海关参考信息

专利信息


专利号:US-4197408-A
优先权日:1975-08-01
标 题 :Asymmetric synthesis of alkyl chrysanthemate
发明人:ARATANI TADATOSHI; FUJITA FUMIO; NAGASE TSUNEYUKI; YONEYOSHI YUKIO
权利人:SUMITOMO CHEMICAL CO
摘要:A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula: n n N.sub.2 CHCOOR n n wherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(s) whose total carbon atom number is 5-20, (b) tertiary aralkyl group whose carbon atom number is 9 to 20, and (c) tertiary alkyl group with or without alkoxy substituent(s) whose total carbon atom number is 4-20, in the presence of a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R 1 is selected from the group consisting of (a) alkyl groups whose carbon atom number is 1-10 and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R 2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, and each of X 1 and X 2 is selected from the group consisting of (a) hydrogen atom, (b) alkyl groups having 1-10 carbon atoms, (c) phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms and (f) nitro group, or (g) X 1 and X 2 together form a benzo group.

专利号:US-4603218-A
优先权日:1983-06-03
标题 :Asymmetric synthesis of cyclopropanecarboxylate derivatives using chiral copper complex as catalyst
发明人:ARATANI TADATOSHI; YOSHIHARA HIROSHI; SUSUKAMO GOHFU
权利人:SUMITOMO CHEMICAL CO
摘要:A chiral copper complex which is produced by the reaction of a chiral copper complex of the formula: ##STR1## wherein R 1 is (a) alkyl group, or (b) aralkyl group; R 2 is (a) 2-alkoxyphenyl group, or (b) 2-alkoxy-5-alkylphenyl group; either one of X 1 and X 2 is (a) hydrogen atom, (b) halogen atom, (c) alkyl group, (d) alkoxy group, or (e) nitro group, or adjacent X 1 and X 2 together form a benzo group, with a mono-substituted hydrazine of the formula: n n R.sub.3 NHNH.sub.2 n n wherein R 3 is (a) aryl group, (b) aralkyl group, or (c) alkyl group. n The copper complex is used as a catalyst in the production of an optically active alkyl cyclopropanecarboxylate.

专利号:US-3950356-A
优先权日:1969-03-06
标题:Synthesis of photochromic indolinespiropyrans
发明人:HINNEN ALAIN
权利人:SAINT GOBAIN
摘要:Photochromic indolinespiropyrans are formed in a substantially pure state by the reaction of a 2-alkyleneindoline and an orthohydroxyl aromatic aldehyde dissolved in dimethylformamide.

专利号:US-4029690-A
优先权日:1973-02-14
标题:Asymmetric synthesis of alkyl chrysanthemates
发明人:ARATANI TADATOSHI; NAKAMURA SHUZO; NAGASE TSUNEYUKI; YONEYOSHI YUKIO
权利人:SUMITOMO CHEMICAL CO
摘要:Process for producing an optically active alkyl chrysanthemate by reacting 2,5-dimethyl-2,4-hexadiene with an alkyl diazoacetate in the presence of a copper complex coordinated with a particular Schiff base.

专利号:US-7718598-B1
优先权日:1998-09-25
标 题:Auxiliary for amide bond formation
发明人:SMYTHE MARK LESLIE; MEUTERMANS WIM DENIS FRANS
权利人:UNIV QUEENSLAND
摘要:This invention relates to methods for preparing cyclic peptides and peptidomimetic compounds in solution and bound to solid supports, and to cyclic peptide or peptidomimetic libraries for use in drug screening programmes. In particular, the invention relates to a generic strategy for synthesis of cyclic peptides or peptidomimetics that enables the efficient synthesis under mild conditions of a wide variety of desired compounds. Two approaches were evaluated for their improvements in solution and solid phase synthesis of small cyclic peptides: positioning reversible N-amide substituents in the sequence; and applying native ligation chemistry in an intramolecular sense. Systematic investigation of the effects of preorganizing peptides prior to cyclisation by using peptide cyclisation auxiliaries, and developing new linkers and peptide cyclisation auxiliaries to aid cyclic peptide synthesis gives surprising improvements in both yields and purity of products compared to the prior art methods. The combination of these technologies provides a powerful generic approach for the solution and solid phase synthesis of small cyclic peptides. The ring contraction and N-amide substitution technology of the invention provide improved methods for the synthesis of cyclic peptides and peptidomimetics. When used in conjunction with linker strategies, this combination provides solid-phase avenues to cyclic peptides and peptidomimetics.

专利号:US-4029683-A
优先权日:1973-02-14
标 题 :Copper complex
发明人:ARATANI TADATOSHI; NAKAMURA SHUZO; NAGASE TSUNEYUKI; YONEYOSHI YUKIO
权利人:SUMITOMO CHEMICAL CO
摘要:A copper complex coordinated with a Schiff base is provided herein, which complex is especially advantageous to catalyze the asymmetric synthesis of alkyl chrysanthemates. The specific complex of the present invention is a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R 1 is selected from (a) alkyl groups whose carbon atom number is 1-10, and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R 2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, X is selected from (a) hydrogen, (b) alkyl groups having 1-10 carbon atoms, (c) a phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms, (f) nitro, or X is benzo which together with the ring to which it is attached forms a naphthalene ring, and Y is a hydrogen atom.
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合成参考文献


摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 119.
摘要:Carboni, B.; Berrée, F., Science of Synthesis: Multicomponent Reactions, (2013) 1, 240.
摘要:L. B. Magnusson, C. Postmus and C. A. Craig, J. Am. Chem. Soc. 85, 1711 (1963).
参考文献:10.1107/s1600536810025110
摘要:Tang B, Chen G, Song X, Cen C, Han C. 2-Hy-droxy-3-nitro-benzaldehyde. Acta Crystallogr Sect E Struct Rep Online. 2010 Jul 03;66(Pt 8):o1912.
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