苯并噻唑-2-基磺酰氯 | 2824-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 苯并噻唑-2-基磺酰氯
• 中文别名: 1,3-苯并噻唑-2-磺酰氯
• 英文名称: benzothiazole-2-sulfonyl chloride
• 英文别名: benzo[d]thiazole-2-sulfonyl chloride；benzothiazol-2-ylsulfonyl chloride；2-Benzothiazolesulfonyl chloride；1,3-benzothiazole-2-sulfonyl chloride
• CAS: 2824-46-6
• 化学式: C₇H₄ClNO₂S₂
• 分子量: 233.699
• InChiKey: HSILAFDVJZUQPI-UHFFFAOYSA-N

物化性质

• 熔点：
  108-110 °C
• 沸点：
  398.4±25.0 °C(Predicted)
• 密度：
  1.635±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2934999090

SDS

Name:	1 3-Benzothiazole-2-sulfonyl chloride 97% Material Safety Data Sheet
Synonym:
CAS:	2824-46-6

Section 1 - Chemical Product MSDS Name:1 3-Benzothiazole-2-sulfonyl chloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2824-46-6	1,3-Benzothiazole-2-sulfonyl chloride	97%	unlisted

Hazard Symbols: C
Risk Phrases: 22 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under nitrogen.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2824-46-6: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 140.8 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C7H4ClNO2S2
Molecular Weight: 233.7

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2824-46-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,3-Benzothiazole-2-sulfonyl chloride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 22 Harmful if swallowed.
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 2824-46-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2824-46-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2824-46-6 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯并噻唑-2-基磺酰氯 在 sodium hydroxide 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成
  参考文献：
  名称：

  Heteroarene-2-sulfonyl Chlorides (BtsCl; ThsCl):  Reagents for Nitrogen Protection and >99% Racemization-Free Phenylglycine Activation with SOCl₂

  摘要：

  DOI：

  10.1021/ja961485n
• 作为产物：
  描述：

  2-巯基苯并噻唑 在 盐酸 、 sodium chloride dihydrate 作用下， 生成 苯并噻唑-2-基磺酰氯
  参考文献：
  名称：

  Highly selective fluorescence off–on probes for biothiols and imaging in live cells

  摘要：

  基于硫醇介导的亲核芳香取代反应，我们开发了三种苯并噻唑磺酰基荧光探针（RSHP1、RSHP2和RSHP3），用于检测生物硫醇（半胱氨酸、高半胱氨酸和谷胱甘肽）。这些探针对生物硫醇表现出良好的选择性和灵敏度，优于其他分析物。它们成功应用于活细胞内源硫醇的可视化。

  DOI：

  10.1039/c4ob01031k

文献信息

• [EN] PNA MONOMER AND PRECURSOR<br/>[FR] MONOMERE ET PRECURSEUR PNA
  申请人：PANAGENE INC

  公开号：WO2003091231A1

  公开（公告）日：2003-11-06

  This application relates to monomers of the general formula (I) for the preparation PNA (peptide nucleic acid) oligomers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers: (I) wherein E is nitrogen or C-R'; J is sulfur or oxygen; R', Rl, R2, R3, R4 is independently H, halogen, alkyl, nitro, nitrile, alkoxy, halogenated alkyl, halogenated alkoxy, phenyl or halogenated phenyl, RS is H or protected or unprotected side chain of natural or unnatural a-amino acid; and B is a natural or unnatural nucleobase, wherein when said nucleobase has an exocyclic amino function, said function is protected by protecting group which is labile to acids but stable to weak to medium bases in the presence of thiol.

  该应用程序涉及通用式(I)的单体，用于制备PNA（肽核酸）寡聚体，并提供了合成预定义序列PNA寡聚体和随机序列PNA寡聚体的方法：(I)其中E为氮或C-R'; J为硫或氧; R'，Rl，R2，R3，R4独立地为H，卤素，烷基，硝基，腈基，烷氧基，卤代烷基，卤代烷氧基，苯基或卤代苯基，RS为H或天然或非天然α-氨基酸的保护或未保护侧链; B为天然或非天然核碱基，其中当所述核碱基具有外环氨基功能时，所述功能由对酸敏感但在巯基存在下对弱到中等碱稳定的保护基保护。
• Combinatorial synthesis of libraries of macrocyclic compounds useful in drug discovery
  申请人：Deslongchamps Pierre

  公开号：US20050049234A1

  公开（公告）日：2005-03-03

  A library of macrocyclic compounds of the formula (I) where part (A) is a (CH 2 ) y —NH— bivalent radical, a —(CH 2 ) y — bivalent radical or a covalent bond; where part (B) is a (CH 2 ) z —NH— bivalent radical, a —(CH 2 ) z — bivalent radical, or a covalent bond; where part (C) is a (CH 2 ) t —NH— bivalent radical, a —(CH2) t — bivalent radical, or a covalent bond; and where part (T) is a —Y-L-Z— radical wherein Y is CH 2 or CO, Z is NH or O and L is a bivalent radical. These compounds are useful for carrying out screening assays or as intermediates for the synthesis of other compounds of pharmaceutical interest. A process for their preparation of these compounds in a combinatorial manner, is also disclosed.

  公式（I）的大环化合物库，其中部分（A）是（CH2）y—NH—双价基团，一个—（CH2）y—双价基团或一个共价键；部分（B）是（CH2）z—NH—双价基团，一个—（CH2）z—双价基团或一个共价键；部分（C）是（CH2）t—NH—双价基团，一个—（CH2）t—双价基团或一个共价键；以及部分（T）是一个—Y-L-Z—基团，其中Y是CH2或CO，Z是NH或O，L是一个双价基团。这些化合物可用于进行筛选分析或作为制备其他具有药用价值化合物的中间体。还公开了一种以组合方式制备这些化合物的方法。
• PNA monomer and precursor
  申请人：——

  公开号：US20030225252A1

  公开（公告）日：2003-12-04

  This application relates to monomers of the general formula (I) for the preparation of PNA (peptide nucleic acid) oligomers and provides method for the synthesis of both predefined sequence PNA oligomers and random sequence PNA oligomers: 1 wherein E is nitrogen or C—R′; J is sulfur or oxygen; R′, R1, R2, R3, R4 is independently H, halogen, alkyl, nitro, nitrile, alkoxy, halogenated alkyl, halogenated alkoxy, phenyl or halogenated phenyl, R5 is H or protected or unprotected side chain of natural or unnatural &agr;-amino acid; and B is a natural or unnatural nucleobase, wherein when said nucleobase has an exocyclic amino function, said function is protected by protecting group which is labile to acids but stable to weak to medium bases in the presence of thiol.

  该应用程序涉及通式（I）的单体，用于制备PNA（肽核酸）寡聚体，并提供了合成预定义序列PNA寡聚体和随机序列PNA寡聚体的方法： 其中 E为氮或C—R′；J为硫或氧； R′、R1、R2、R3、R4独立地为H、卤素、烷基、硝基、腈基、烷氧基、卤代烷基、卤代烷氧基、苯基或卤代苯基， R5为H或天然或非天然α-氨基酸的保护或未保护侧链；以及 B为天然或非天然核碱基，其中当所述核碱基具有外环氨基功能时，所述功能由对酸敏感但在巯基存在下对弱到中等碱稳定的保护基保护。
• Ring Opening of Pymisyl‐Protected Aziridines with Organocuprates
  作者：Jan Bornholdt、Jakob Felding、Rasmus P. Clausen、Jesper L. Kristensen

  DOI：10.1002/chem.201001026

  日期：2010.11.2

  The pyrimidine‐2‐sulfonyl (pymisyl) group is introduced as a new protecting group that can be used to activate aziridines towards ring opening. It is readily introduced and removed under mild conditions. Regioselective ring opening of pymisyl‐protected 2‐methyl‐aziridine with organocuprates gives the corresponding sulfonamides in high yields, and the pymisyl group can subsequently be removed upon treatment

  引入了嘧啶-2-磺酰基（嘧啶基）作为新的保护基，可用于激活氮丙啶向开环的方向移动。它很容易在温和的条件下引入和除去。嘧啶保护的2-甲基氮丙啶与有机铜的区域选择性开环可得到高产率的相应磺酰胺，随后可在用硫醇盐处理后除去嘧啶基。这种新的氮保护基团的多功能性可以通过新合成的司来吉兰（一种用于治疗帕金森氏病的单胺氧化酶-B抑制剂）的合成来说明。
• Deoxygenative Arylation of Carboxylic Acids by Aryl Migration
  作者：Rehanguli Ruzi、Junyang Ma、Xiang‐Ai Yuan、Wenliang Wang、Shanshan Wang、Muliang Zhang、Jie Dai、Jin Xie、Chengjian Zhu

  DOI：10.1002/chem.201903816

  日期：2019.10

  phosphoranyl radical chemistry allows for precise cleavage of a stronger C-O bond and formation of a weaker C-C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral

  已经实现了前所未有的芳香族羧酸脱氧芳基化反应，从而可以构建增强的不对称二芳基酮库。协同的光氧化还原催化作用和磷烷基自由基化学反应可在温和的反应条件下，通过1,5-芳基迁移，精确裂解更强的CO键并形成较弱的CC键。此新协议独立于底物氧化还原电势，电子和取代基效应。在氧化还原中性条件下，它提供了60种合成通用的邻氨基和邻羟基二芳基酮的通用且有希望的途径。此外，以令人满意的产率，它也为全合成喹诺酮生物碱，（±）-yaequinolone A2和viridicatin衍生物提供了一条简洁的途径。