2-hydrazino-4-methylbenzoic acid hydrochloride | 69196-07-2

• 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-hydrazino-4-methylbenzoic acid hydrochloride
• 英文别名: 2-Hydrazinyl-4-methylbenzoicacidhydrochloride；2-hydrazinyl-4-methylbenzoic acid;hydrochloride
• CAS: 69196-07-2
• 化学式: C₈H₁₀N₂O₂*ClH
• 分子量: 202.641
• InChiKey: KUFKOGPABXHBGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  75.4
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氰基-3-四氢噻吩酮 、 2-hydrazino-4-methylbenzoic acid hydrochloride 以 乙醇 为溶剂， 反应 3.0h， 以49%的产率得到2-methyl-6,7-dihydro-5H,9H-thieno[3',4':3,4]pyrazolo[1,5-a]quinazoline-5-one
  参考文献：
  名称：

  Synthesis of New Pyrazolo[1,5-α]quinazoline Derivatives

  摘要：

  The reaction of various anthranilic acid derivatives or their esters with 4-oxotetrahydrothiophene-3-carbonitrile 2, 2-oxocyclopentanecarbonitrile (9, n=1) or 2-oxocyclohexanecarbonitrile (9, n=2) in ethanol under reflux conditions giving rise the formation of single products isolated in each case after simple filtration. The products were characterized as pyrazolo[1,5-a]quinazolin-5-ones 4 instead of the expected pyrazol-3-amines 3. These cascade condensation-intramolecular acylation processes generated in one-step reactions from simple starting materials novel heterocyclic scaffolds ready for further functionalization. The present synthetic protocol provides acceptable yields of new tetracyclic products in high purity.

  DOI：

  10.1080/00397911.2015.1040511
• 作为产物：
  描述：

  2-氨基-4-甲基苯甲酸 在 盐酸 、 sodium nitrite 、 tin(II) chloride dihdyrate 作用下， 以 水 为溶剂， 反应 1.0h， 生成 2-hydrazino-4-methylbenzoic acid hydrochloride
  参考文献：
  名称：

  Synthesis of New Pyrazolo[1,5-α]quinazoline Derivatives

  摘要：

  The reaction of various anthranilic acid derivatives or their esters with 4-oxotetrahydrothiophene-3-carbonitrile 2, 2-oxocyclopentanecarbonitrile (9, n=1) or 2-oxocyclohexanecarbonitrile (9, n=2) in ethanol under reflux conditions giving rise the formation of single products isolated in each case after simple filtration. The products were characterized as pyrazolo[1,5-a]quinazolin-5-ones 4 instead of the expected pyrazol-3-amines 3. These cascade condensation-intramolecular acylation processes generated in one-step reactions from simple starting materials novel heterocyclic scaffolds ready for further functionalization. The present synthetic protocol provides acceptable yields of new tetracyclic products in high purity.

  DOI：

  10.1080/00397911.2015.1040511

文献信息

• Synthesis and Reactivity of [1,2,4]Triazolo-annelated Quinazolines
  作者：Rashad A. Al-Salahi

  DOI：10.3390/molecules15107016

  日期：——

  This paper reports the synthesis of phenyl-substituted 2-alkoxy(methylsulfanyl)-1,2,4-triazolo[1,5-a]quinazolines starting from N-cyanoimidocarbonates and substituted hydrazinobenzoic acids as building blocks. Thionation or chlorination of the inherent lactam moiety in the target compounds followed by treatment with multifunctional nucleophiles provided access to a variety of derivatives.

  本文报告了以 N-氰基亚胺二碳酸盐和取代的肼基苯甲酸为构件，合成苯基取代的 2-烷氧基（甲硫基）-1,2,4-三唑并[1,5-a]喹唑啉类化合物的过程。对目标化合物中固有的内酰胺分子进行亚硫酰化或氯化处理，然后用多功能亲核剂进行处理，就能得到各种衍生物。
• US4105766A
  申请人：——

  公开号：US4105766A

  公开（公告）日：1978-08-08
• Synthesis of New Pyrazolo[1,5-<i>α</i>]quinazoline Derivatives
  作者：Dániel Kovács、Judit Molnár-Tóth、Gábor Blaskó、Imre Fejes、Miklós Nyerges

  DOI：10.1080/00397911.2015.1040511

  日期：2015.7.18

  The reaction of various anthranilic acid derivatives or their esters with 4-oxotetrahydrothiophene-3-carbonitrile 2, 2-oxocyclopentanecarbonitrile (9, n=1) or 2-oxocyclohexanecarbonitrile (9, n=2) in ethanol under reflux conditions giving rise the formation of single products isolated in each case after simple filtration. The products were characterized as pyrazolo[1,5-a]quinazolin-5-ones 4 instead of the expected pyrazol-3-amines 3. These cascade condensation-intramolecular acylation processes generated in one-step reactions from simple starting materials novel heterocyclic scaffolds ready for further functionalization. The present synthetic protocol provides acceptable yields of new tetracyclic products in high purity.