吡啶-2-磺酰胺 | 63636-89-5

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 吡啶-2-磺酰胺
• 英文名称: 2-pyridinesulfonamide
• 英文别名: pyridine-2-sulfonamide；2-pyridylsulfonamide；2-aminosulfonylpyridine
• CAS: 63636-89-5
• 化学式: C₅H₆N₂O₂S
• mdl: MFCD09260336
• 分子量: 158.181
• InChiKey: DWJMBQYORXLGAE-UHFFFAOYSA-N

物化性质

• 熔点：
  140-141 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  357.7±34.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2935009090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在室温、干燥且密封的环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Pyridinesulfonamide
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Pyridinesulfonamide
CAS number: 63636-89-5

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H6N2O2S
Molecular weight: 158.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  吡啶-2-磺酰胺 在 3 A molecular sieve Amberlyst 15 、 4 A molecular sieve 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 32.08h， 生成 N-[(1S,2S)-4,4,4-trichloro-2-methyl-3-oxo-1-phenylbutyl]pyridine-2-sulfonamide
  参考文献：
  名称：

  使用三氯甲基酮作为丙酸酯等效供体的芳基氧化镧/Pybox 催化的直接不对称曼尼希型反应

  摘要：

  描述了作为丙酸酯等效供体的三氯甲基酮的直接催化不对称曼尼希型反应。一种新的芳基氧化镧-iPr-pybox +芳基氧化锂组合催化剂是最有效的，促进了N-2-噻吩磺酰基亚胺与三氯甲基酮的反应。从各种芳基、杂芳基、烯基和烷基亚胺以 >99-72% 的产率、>30:1-8:1 的顺/反和 98-92% ee（来自丙酸酯等价供体）获得了 Syn-Mannich 加合物) 使用 2.5-10 mol% 催化剂。曼尼希加合物不仅转化为酯，而且转化为有用的结构单元。

  DOI：

  10.1021/ja073285p
• 作为产物：
  描述：

  吡啶-2-磺酰氯 在 ammonium hydroxide 作用下， 以62%的产率得到吡啶-2-磺酰胺
  参考文献：
  名称：

  吡啶磺酰胺和磺酸的晶体结构

  摘要：

  尽管吡啶磺酸和吡啶磺酰胺官能团在药物和药物中广泛存在，并且在金属-有机骨架中用作配体，但仍缺乏对其氢键和分子堆积进行系统的结构研究。我们根据N + –H···O –氢键，NH –··O二聚体/ catemer合成子和图集符号来讨论2-，3-和4-吡啶磺酸/酰胺的晶体结构。该模型研究为药理活性磺酰胺的多晶型物筛选和固体形式寻找提供了背景。

  DOI：

  10.1021/cg3007603

文献信息

• Copper−Nitrenoid Formation and Transfer in Catalytic Olefin Aziridination Utilizing Chelating 2-Pyridylsulfonyl Moieties
  作者：Hoon Han、Seong Byeong Park、Sang Kyu Kim、Sukbok Chang

  DOI：10.1021/jo800134j

  日期：2008.4.1

  developed an efficient protocol for copper-catalyzed olefin aziridination using 5-methyl-2-pyridinesulfonamide or 2-pyridinesulfonyl azide as the nitrenoid source. The presence of a 2-pyridyl group significantly facilitates aziridination, suggesting that the reaction is driven by the favorable formation of a pyridyl-coordinated nitrenoid intermediate. Using this chelation-assisted strategy, synthetically

  我们已经开发出一种有效的方案，用于使用5-甲基-2-吡啶磺酰胺或2-吡啶磺酰基叠氮化物作为类固醇源的铜催化烯烃叠氮化。2-吡啶基的存在显着促进了叠氮基化，表明该反应是由吡啶基配位的亚硝基化合物中间体的有利形成驱动的。使用这种螯合辅助策略，即使在没有外部配体的情况下，使用一系列芳基烯烃也可以获得合成可接受的氮丙啶收率。重要的是，不需要大量过量的烯烃。X射线晶体学，ESI-MS，哈米特图分析，动力学研究和计算工作都强烈支持观察到的叠氮化是由内部配位驱动的。
• Fe(III)/l-Valine-Catalyzed One-Pot Synthesis of N-Sulfinyl- and N-Sulfonylimines via Oxidative Cascade Reaction of Alcohols with Sulfinamides or Sulfonamides
  作者：Guofu Zhang、Yunzhe Xing、Shengjun Xu、Chengrong Ding、Shang Shan

  DOI：10.1055/s-0037-1609320

  日期：2018.6

  An efficient Fe(III), l -valine, and 4-OH-TEMPO catalytic system was found for the oxidation of alcohols followed by condensation with sulfinamide or sulfonamide in one pot for the synthesis of N-sulfinyl- and N-sulfonylimines compounds under mild conditions. This transformation accommodates a variety of substrates, shows high functional-group tolerance, and affords the corresponding products in good

  发现了一种有效的 Fe(III)、l-缬氨酸和 4-OH-TEMPO 催化体系，用于醇的氧化，然后在一个锅中与亚磺酰胺或磺酰胺缩合，合成 N-亚磺酰基-和 N-磺酰亚胺化合物。条件温和。这种转变适用于各种底物，显示出高官能团耐受性，并以良好到优异的产率提供相应的产品。
• SULFONAMIDE DERIVATIVE AND MEDICINAL USE THEREOF
  申请人：AJINOMOTO CO., LTD.

  公开号：US20150051395A1

  公开（公告）日：2015-02-19

  Provided are sulfonamide derivatives of a specific chemical structure in which a sulfonamide group having, as a substituent, a phenyl group or a heterocyclic group having a hetero atom(s) as a constituent element(s) is present at its terminal, and pharmaceutically acceptable salts thereof. These compounds are novel compounds having excellent α4 integrin-inhibitory action.

  提供的是具有特定化学结构的磺酰胺衍生物，在其末端有一个带有苯基或含杂原子的杂环基团作为取代基的磺酰胺基团，以及药用可接受的盐。这些化合物是具有卓越的α4整合素抑制作用的全新化合物。
• One-pot aerobic oxidative sulfonamidation of aromatic thiols with ammonia by a dual-functional β-MnO₂ nanocatalyst
  作者：Eri Hayashi、Yui Yamaguchi、Yusuke Kita、Keigo Kamata、Michikazu Hara

  DOI：10.1039/c9cc09411c

  日期：——

  High-surface-area β-MnO₂ nanoparticles exhibited high activity for the one-pot oxidative sulfonamidation of thiols to sulfonamides using O₂ and NH₃.

  高比表面积的β-MnO₂纳米颗粒在使用O₂和NH₃进行一锅式氧化磺酰胺化反应中表现出很高的活性。
• Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide
  作者：Shiying Che、Qiao Zhu、Zhenghong Luo、Yan Lian、Zijian Zhao

  DOI：10.1080/00397911.2020.1859118

  日期：——

  (2021). Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide. Synthetic Communications: Vol. 51, No. 6, pp. 935-942.

  （2021年）。过氧化二枯基铜催化磺酰胺的铜催化氧化甲基化。综合通信：第一卷。51，第6号，第935-942页。