6-氨基苯并噻唑 | 533-30-2

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 6-氨基苯并噻唑
• 中文别名: 6-氨基苯并[D]噻唑；1,3-苯并噻唑-6-胺；6-氨基苯并噻吩盐酸盐
• 英文名称: 1,3-benzothiazol-6-amine
• 英文别名: 6-amino-benzothiazole；benzo[d]thiazol-6-amine；benzothiazol-6-ylamine；benzothiazole-6-amine；1,3-benzothiazole-6-amine；benzothiazol-6-amine；6-Aminobenzothiazole
• CAS: 533-30-2
• 化学式: C₇H₆N₂S
• 分子量: 150.204
• InChiKey: FAYAYUOZWYJNBD-UHFFFAOYSA-N

物化性质

• 熔点：
  87-91 °C (lit.)
• 沸点：
  323.1±15.0 °C(Predicted)
• 密度：
  1.2162 (rough estimate)
• 溶解度：
  可溶于氯仿、甲醇（少许）
• 稳定性/保质期：
  请按照规定使用和储存，以免发生分解，并避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 安全说明：
  S22,S26,S36,S36/37/39
• 危险品运输编号：
  NONH for all modes of transport
• WGK Germany：
  3
• 海关编码：
  2934999090
• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22,R36/37/38
• RTECS号：
  DL1050200
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  储存于阴凉、干燥、通风良好的库房中。远离火种和热源，避免阳光直射，并确保包装密封。与酸类及食用化学品分开存放，切忌混储。储区应备有合适的材料以处理可能的泄漏。

SDS

Name:	1,3-Benzothiazol-6-amine Material Safety Data Sheet
Synonym:	None Known.
CAS:	533-30-2

Section 1 - Chemical Product MSDS Name: 1,3-Benzothiazol-6-amine Material Safety Data Sheet
Synonym: None Known.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
533-30-2	1,3-Benzothiazol-6-amine	97+%	208-559-4

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation, in contact with skin and if swallowed. Irritating to eyes, respiratory system and skin. Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. Causes digestive tract irritation.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
No information found.

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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.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation.

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SECTION 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 533-30-2: Personal Protective Equipment
Eyes:
Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Orange
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 98.5 - 99.5 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: C7H6N2S
Molecular Weight: 150.2

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials, dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong acids, reducing agents.
Hazardous Decomposition Products:
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# 533-30-2: DL1050200
LD50/LC50:
Not available.
Carcinogenicity:
1,3-Benzothiazol-6-amine - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with skin and if swallowed. R 36/37/38 Irritating to eyes, respiratory system and skin.
Safety Phrases:
S 22 Do not breathe dust. 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# 533-30-2: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 533-30-2 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 533-30-2 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 10/08/2004 Revision #1 Date: 12/17/2004 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

将15 mL丙酮与7.5 mL水混合配制成溶剂，然后溶解0.26 g（0.68 mmol）的6-硝基苯并噻唑于该溶液中。在50℃下加热3分钟，使中间体3a充分溶解。随后分批加入2.36 g硫代硫酸钠，并继续在50℃下反应30分钟。通过薄层色谱（TLC）检测反应完全后，冷却至室温，减压蒸除丙酮。接着向混合物中加入40 mL乙酸乙酯和40 mL水进行萃取，分层收集有机相，并用无水硫酸钠干燥。最后，采用柱色谱纯化，洗脱溶剂为石油醚/乙酸乙酯（2:1）的比例，最终得到6-氨基苯并噻唑。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  6-硝基苯并噻唑	6-nitrobenzo[d]thiazole	2942-06-5	C7H4N2O2S	180.187
  苯并噻唑	1,3-Benzothiazole	95-16-9	C7H5NS	135.189
  2-氨基-6-硝基苯并噻唑	2-amino-6-nitrobenzothiazole	6285-57-0	C7H5N3O2S	195.202
  2-氯-6-硝基苯并噻唑	2-chloro-6-nitrobenzothiazole	2407-11-6	C7H3ClN2O2S	214.632
  2-氟-6-硝基-1,3-苯并噻唑	2-fluoro-6-nitro-benzothiazole	1131-75-5	C7H3FN2O2S	198.177
  6-硝基-2-苯并噻唑啉酮	6-nitro-2(3H)-benzothiazolone	28620-12-4	C7H4N2O3S	196.186
  6-溴苯并噻唑	6-bromo-1,3-benzothiazole	53218-26-1	C7H4BrNS	214.085

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  N-甲基-6-苯并噻唑胺	6-(N-methylamino)benzothiazole	161557-60-4	C8H8N2S	164.231
  噻唑,6-肼-	6-hydrazino-1,3-benzothiazole	474123-23-4	C7H7N3S	165.219
  ——	N,N-dimethyl-1,3-benzothiazol-6-amine	79138-22-0	C9H10N2S	178.258
  ——	6-benzothiazolylisocyanate	141492-51-5	C8H4N2OS	176.199
  ——	6-phenylamino-1,3-benzothiazole	——	C13H10N2S	226.302
  N-6-苯并噻唑基-乙酰胺	N-acetyl-6-aminobenzothiazole	58249-63-1	C9H8N2OS	192.241
  ——	1-(benzothiazol-6-ylamino)-butan-2-one	1260009-39-9	C11H12N2OS	220.295
  ——	1,3-di(benzo[d]thiazol-6-yl)thiourea	1360449-06-4	C15H10N4S3	342.469
  ——	N-phenyl-N'-benzothiazol-6-ylurea	343613-71-8	C14H11N3OS	269.327
  ——	1,3-di(benzo[d]thiazol-6-yl)urea	1360448-95-8	C15H10N4OS2	326.403

反应信息

• 作为反应物：
  描述：

  6-氨基苯并噻唑 在 2,2,6,6-四甲基哌啶 作用下， 以 乙醇 、 水 为溶剂， 90.0 ℃ 、1.03 MPa 条件下， 反应 4.25h， 生成 (Z)-5-(2-(1H-indol-3-yl)-2-oxoethylidene)-3-(benzo[d]thiazol-6-yl)-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  一种有效的微波辅助合成新型罗丹宁衍生物作为潜在的 HIV-1 和 JSP-1 抑制剂

  摘要：

  ( Z )-5-(2-(1 H -Indol-3-yl)-2-oxoethylidene)-3-phenyl-2-thioxothiazolidin-4-one ( 7a – q ) 衍生物已通过缩合反应合成3-苯基-2-硫代噻唑烷-4-酮（3a - h）与适当取代的2-（1H-吲哚-3-基）-2-氧代乙醛（6a - d）在微波条件下。thioxothiazolidine-4-ones 是由相应的芳香胺 ( 1a - e ) 和二-(羧甲基)-三硫代羰基 ( 2 ) 制备的。醛 ( 6a – h)使用 HSnBu 3由相应的酰氯 ( 5a – d ) 合成。

  DOI：

  10.1016/j.tetlet.2011.05.114
• 作为产物：
  描述：

  2-氯-6-硝基苯并噻唑 在 盐酸 、 tin 、 溶剂黄146 作用下， 生成 6-氨基苯并噻唑
  参考文献：
  名称：

  Nishizawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1942, vol. 62, p. 47,51; dtsch. Ref. S. 19, 22

  摘要：

  DOI：

文献信息

• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications
  作者：Lixing Zhao、Chenyang Hu、Xuefeng Cong、Gongda Deng、Liu Leo Liu、Meiming Luo、Xiaoming Zeng

  DOI：10.1021/jacs.0c12318

  日期：2021.1.27

  Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for

  利用 N-杂环卡宾作为非无害配体促进转化的过渡金属催化尚未得到很好的研究。我们在这里报告了具有成本效益的铬催化的环状（烷基）（氨基）卡宾（CAAC）配体促进的硝基脱氧硼氢化反应。使用 1 mol % 的 CAAC-Cr 预催化剂，将 HBpin 添加到硝基支架上会导致脱氧，从而保留各种可还原的官能团和敏感基团对硼氢化的相容性，从而提供一种温和、化学选择性和易于形成的策略苯胺，以及杂芳基和脂肪胺衍生物，具有广泛的范围和特别高的转换数（高达 1.8 × 106）。基于理论计算的机械研究，表明CAAC配体在促进HBpin氢化物极性反转中起重要作用；它用作 H 穿梭以促进脱氧硼氢化。通过这种策略制备的几种市售药物突出了其在药物化学中的潜在应用。
• [EN] CYCLIC SULFAMIDE COMPOUNDS AND METHODS OF USING SAME<br/>[FR] COMPOSÉS DE SULFAMIDE CYCLIQUE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ASSEMBLY BIOSCIENCES INC

  公开号：WO2018160878A1

  公开（公告）日：2018-09-07

  The present disclosure provides, in part, cyclic sulfamide compounds, and pharmaceutical compositions thereof, useful as modulators of Hepatitis B (HBV) core protein, and methods of treating Hepatitis B (HBV) infection.

  本公开提供了部分环磺胺化合物及其药物组合物，可用作乙型肝炎（HBV）核心蛋白的调节剂，并用于治疗乙型肝炎（HBV）感染的方法。
• Synthesis of N- aryl and N -heteroaryl hydroxylamines via partial reduction of nitroarenes with soluble nanoparticle catalysts
  作者：Jefferson H. Tyler、S. Hadi Nazari、Robert H. Patterson、Venkatareddy Udumula、Stacey J. Smith、David J. Michaelis

  DOI：10.1016/j.tetlet.2016.11.105

  日期：2017.1

  ruthenium nanoparticles enable the selective hydrazine-mediated reduction of nitroarenes to hydroxylamine products in high yield and selectivity. Key to obtaining the hydroxylamine product in good yield was the use of organic solvents capable of solubilizing the polystyrene-supported nanoparticle catalyst. N-aryl and N-heteroaryl hydroxylamines are generated under exceptionally mild conditions and in

  聚苯乙烯负载的钌纳米颗粒能够以高收率和选择性将肼介导的硝基芳烃选择性还原为羟胺产物。以高收率获得羟胺产物的关键是使用能够溶解聚苯乙烯负载的纳米颗粒催化剂的有机溶剂。N-芳基和N-杂芳基羟胺是在异常温和的条件下，在各种容易还原的官能团存在下生成的。
• Metal-free chemoselective reduction of nitroaromatics to anilines via hydrogen transfer strategy
  作者：Qi Shuai、Jun Li、Feng Zhao、Weike Su、Guojun Deng

  DOI：10.1007/s11696-018-0634-0

  日期：2019.4

  A novel protocol for chemoselective reduction of aromatic nitro compounds to aromatic amines has been established. The metal-free reduction goes through a hydrogen transfer process. Various easily reducible functional groups can be well tolerated under the optimized reaction conditions.

  建立了将芳香族硝基化合物化学选择性还原为芳香族胺的新方案。无金属还原通过氢转移过程进行。在优化的反应条件下，各种容易还原的官能团都可以被很好地耐受。

表征谱图