N-叔丁基-4-氟苯磺酰胺 | 29083-05-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-叔丁基-4-氟苯磺酰胺
• 英文名称: N-(tert-butyl)-4-fluorobenzenesulfonamide
• 英文别名: N-tert-butyl-4-fluorobenzenesulfonamide
• CAS: 29083-05-4
• 化学式: C₁₀H₁₄FNO₂S
• mdl: MFCD01213076
• 分子量: 231.291
• InChiKey: PINZDTQLMQWFOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
N-tert-Butyl-4-fluorobenzenesulfonamide
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P302+P352: IF ON SKIN: Wash with soap and water
P321: Specific treatment (see on this label)
P405: Store locked up

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Section 3. Composition/information on ingredients.
N-tert-Butyl-4-fluorobenzenesulfonamide
Ingredient name:
CAS number: 29083-05-4

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H14FNO2S
Molecular weight: 231.3

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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, hydrogen fluoride, 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：

  N-叔丁基-4-氟苯磺酰胺 在 正丁基锂 、 甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.08h， 生成 3-ethoxycarbonyl-5-fluorobenzo[d]isothiazole 1,1-dioxide
  参考文献：
  名称：

  可见光介导的环状 N-磺酰基酮亚胺的脱羧二氟烷基化反应：高效合成二氟烷基化 Cα-四取代的 α-氨基酸衍生物

  摘要：

  通过可见光介导的光氧化还原催化过程，开发了一种环状 N-磺酰基酮胺与二氟烷基羧酸盐的高效脱羧二氟烷基化方法。该方案为合成二氟烷基化 Cα-四取代的 α-氨基酸衍生物提供了一种直接的途径，在温和和简单的条件下具有中等至良好的产量，具有出色的官能团耐受性。

  DOI：

  10.1016/j.tet.2024.134294
• 作为产物：
  描述：

  4-氟苯磺酰氯 、 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 在 叔丁胺 、 三乙胺 作用下， 生成 N-叔丁基-4-氟苯磺酰胺
  参考文献：
  名称：

  Inhibitors of factor Xa and other serine proteases involved in the coagulation cascade

  摘要：

  本发明提供了化合物的结构式（I）：其中A、B、C、G和W1的取值如规范中所定义，以及其药学上可接受的盐，这些化合物对治疗血栓性疾病有用。还公开了包含一个或多个结构式I化合物的药物组合物，用于制备结构式I化合物的方法，以及用于制备结构式I化合物的中间体。

  公开号：

  US20030162787A1

文献信息

• Cobalt-Catalyzed Asymmetric Allylation of Cyclic Ketimines
  作者：Liang Wu、Qihang Shao、Guoqiang Yang、Wanbin Zhang

  DOI：10.1002/chem.201704760

  日期：2018.1.26

  CoII/Box‐catalyzed [Box=bis(oxazoline)] enantioselective addition of potassium allyltrifluoroborate to cyclic ketimines was developed, providing the corresponding chiral α‐tertiary amines in high yields and with good enantioselectivity values. Alkoxycarbonyl‐ and alkyl‐substituted saccharin‐derived ketimines are suitable substrates for this allylation reaction. The product can be converted to complex molecules

  开发了Co II / Box催化的[Box =双（恶唑啉）]烯丙基三氟硼酸钾对环酮亚胺的对映选择性加成，提供了高收率和良好对映选择性值的相应手性α-叔胺。烷氧羰基和烷基取代的糖精衍生的酮亚胺是该烯丙基化反应的合适底物。该产品可以通过几个简单的步骤转化为复杂的分子，包括MK-0371的前体，它是一种驱动蛋白纺锤体蛋白抑制剂。另外，该催化体系显示出强烈的正非线性效应。
• Organophotoredox‐Catalyzed Decarboxylative N‐Alkylation of Sulfonamides
  作者：Masanari Nakagawa、Kazunori Nagao、Zenichi Ikeda、Matthew Reynolds、Ignacio Ibáñez、Junsi Wang、Norihito Tokunaga、Yusuke Sasaki、Hirohisa Ohmiya

  DOI：10.1002/cctc.202100803

  日期：2021.9.17

  and transition metal-free conditions, a series of functionalized N-alkylated sulfonamides were prepared. This protocol also enabled the functionalization of pharmaceutical drugs bearing a sulfonamide or carboxylic acid moiety. This radical-mediated process allowed the assembly of three components including sulfonamides, redox active esters, and alkenes to yield complex sulfonamides in a one-pot manner

  我们开发了一种有机光氧化还原催化反应，以脂肪族羧酸衍生的氧化还原活性酯作为烷基化试剂，用于磺酰胺的 N-烷基化。在温和且无过渡金属的条件下，制备了一系列功能化的 N-烷基化磺酰胺。该协议还实现了带有磺胺或羧酸部分的药物的功能化。这种自由基介导的过程允许三种成分的组装，包括磺酰胺、氧化还原活性酯和烯烃，以一锅法产生复杂的磺酰胺。
• Bifunctional Amino Sulfonohydrazide Catalyzed Direct Asymmetric Mannich Reaction of Cyclic Ketimines with Ketones: Highly Diastereo- and Enantioselective Construction of Quaternary Carbon Stereocenters
  作者：Sheng Zhang、Lijun Li、Yanbin Hu、Zhenggen Zha、Zhiyong Wang、Teck-Peng Loh

  DOI：10.1021/acs.orglett.5b00196

  日期：2015.2.20

  sulfonohydrazide which contains multiple sites for hydrogen bonding with substrates was found to enhance reactivity and enantioselectivity in the direct asymmetric Mannich reaction of N-sulfonyl cyclic ketimines with ketones. In this efficient transformation, not only methyl ketones but also cyclic ketones can be employed to provide a general methodology to construct tetrasubstituted α-amino ester in a stereoselective

  发现双官能氨基磺酰肼包含多个与底物氢键合的位点，可在N-磺酰基环状酮亚胺与酮的直接不对称曼尼希反应中增强反应性和对映选择性。在这种有效的转化中，不仅可以使用甲基酮，而且可以使用环状酮来提供一般的方法来以立体选择性的方式构建四取代的α-氨基酯。取代的氨基酯产物的合成效用通过生物活性螺四氢呋喃的合成得到证明。
• Copper-catalyzed asymmetric alkynylation of cyclic N-sulfonyl ketimines
  作者：Zheng Ling、Sonia Singh、Fang Xie、Liang Wu、Wanbin Zhang

  DOI：10.1039/c7cc02159c

  日期：——

  cyclic N-sulfonyl ketimines was developed, providing the corresponding chiral α-tertiary amines with up to 98% ee. The method tolerates some variations in cyclic N-sulfonyl ketimine and alkyne scope. These products could be used in several transformations, in particular, the products of 6-membered cyclic N-sulfonyl ketimines could be easily converted to linear chiral α-tertiary amines. This asymmetric

  开发了Cu催化的环状N-磺酰基酮亚胺的不对称炔基化反应，提供了相应的手性α-叔胺，其ee高达98％。该方法耐受环状N-磺酰基酮亚胺和炔烃范围的一些变化。这些产物可以用于多种转化中，特别是6-元环状N-磺酰基酮亚胺的产物可以容易地转化为线性手性α-叔胺。这种不对称的炔基化提供了一种有效的，克级的，低成本的过渡金属催化的手性α-四取代的炔丙基胺的合成方法。
• Copper (II)/RuPHOX-Catalyzed Enantioselective Mannich-Type Reaction of Glycine Schiff Bases with Cyclic Ketimines
  作者：Qihang Shao、Liang Wu、Jianzhong Chen、Ilya D. Gridnev、Guoqiang Yang、Fang Xie、Wanbin Zhang

  DOI：10.1002/adsc.201800850

  日期：2018.12.3

  enantioselective Mannich‐type reaction of glycine Schiff bases with cyclic ketimines was developed, affording chiral α,ß‐diamino acid derivatives in good yields with moderate to good ee and dr values. This provides an efficient methodology for furnishing chiral Cβ‐tetrasubstituted α,β‐diamino acid precursors. The catalytic system is compatible with a series of substrates. In addition, an interesting nonlinear

  开发了Cu（II）/ RuPHOX催化的甘氨酸席夫碱与环状酮亚胺的对映选择性曼尼希型反应，可提供高收率的手性α，β-二氨基酸衍生物，且ee和dr值适中。这提供了用于供给手性℃的高效方法β -tetrasubstituted α，β -二氨基酸前体。该催化系统与一系列底物兼容。另外，观察到催化剂的对映体组成对反应对映体选择性的有趣的非线性影响。