3-溴-2,5-二氯噻吩 | 60404-18-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 3-溴-2,5-二氯噻吩
• 中文别名: 3-溴-2,5-二氯噻酚
• 英文名称: 3-bromo-2,5-dichloro thiophene
• 英文别名: 2,5-dichloro-3-bromothiophene；3-bromo-2,5-dichlorothiophene；3-bromo-2,5-dichloro-thiophene；3-Brom-2,5-dichlor-thiophen
• CAS: 60404-18-4
• 化学式: C₄HBrCl₂S
• 分子量: 231.928
• InChiKey: PBUHOXBSIQJRNO-UHFFFAOYSA-N

物化性质

• 沸点：
  95-97°C 14mm
• 密度：
  1.949
• 闪点：
  95-97°C/14mm
• 稳定性/保质期：
  避免接触氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S28,S36/37,S45
• 危险类别码：
  R23/24/25
• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-2,5-dichlorothiophene
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 3-Bromo-2,5-dichlorothiophene
CAS number: 60404-18-4

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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.
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
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C4HBrCl2S
Molecular weight: 231.9

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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, hydrogen chloride, hydrogen bromide, 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：

  3-溴-2,5-二氯噻吩 在 三氟过氧乙酸 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以81%的产率得到3-bromo-2,5-dichlorothiophene 1,1-dioxide
  参考文献：
  名称：

  一种氧化噻吩的新方法。含吸电子取代基的噻吩 1,1-二氧化物的合成

  摘要：

  开发了一种通过用三氟过氧乙酸氧化取代噻吩来合成噻吩 1,1-二氧化物的新方法。研究了溶剂性质对反应过程的影响，并找到了氧化含有各种官能团的噻吩的最佳条件。获得了以前未知的噻吩二氧化物。

  DOI：

  10.1007/s11172-005-0107-9
• 作为产物：
  描述：

  2-氯-3-溴噻吩 在 N-氯代丁二酰亚胺 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 4.0h， 以97.96%的产率得到3-溴-2,5-二氯噻吩
  参考文献：
  名称：

  [EN] 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE
  [FR] COMPOSÉS DE 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDÈNE)ACÉTAMIDE ET LEUR UTILISATION THÉRAPEUTIQUE

  摘要：

  本发明一般涉及治疗化合物领域。更具体地，本发明涉及某些2-氨基-N-(氨基氧代芳基-λ6-砜基)乙酰胺化合物（以下简称为ANASIA化合物），该化合物在一些情况下抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶（aaRS）（例如，细菌亮氨酰-tRNA合成酶，LeuRS）。本发明还涉及包含这种化合物的药物组合物，以及在体内外使用这种化合物和组合物来抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶；治疗通过抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶而得到改善的疾病；治疗细菌感染等。

  公开号：

  WO2021123237A1

文献信息

• Novel aminophenyl ketone derivatives
  申请人：——

  公开号：US20030073832A1

  公开（公告）日：2003-04-17

  Novel heteroaryl aminophenyl ketone derivatives which are inhibitors of MAP kinases, in particular the p38 MAP kinase, are useful as anti-inflammatory agents in the prophylaxis or treatment of inflammatory diseases or conditions.

  新颖的杂环烷基氨基苯酮衍生物是MAP激酶的抑制剂，特别是p38 MAP激酶，在预防或治疗炎症性疾病或症状中作为抗炎药物是有用的。
• Hydronopol derivatives as agonists on human ORL1 receptors
  申请人：Mentzel Matthias

  公开号：US20050131004A1

  公开（公告）日：2005-06-16

  The invention relates to a group of hydronopol derivatives which are agonists on human ORL1 (nociceptin) receptors. The invention also relates to the preparation of these compounds, to pharmaceutical compositions containing a pharmacologically active amount of at least one of these novel hydronopol derivatives as an active ingredient, as well as to the use of these pharmaceutical compositions for the treatment of disorders in which ORL1 receptors are involved. The invention relates to compounds of the general formula (1) wherein the symbols have the meanings as given in the description.

  本发明涉及一组氢诺普尔衍生物，它们是人ORL1（痛敏素）受体的激动剂。本发明还涉及这些化合物的制备方法，以及含有至少一种这些新型氢诺普尔衍生物作为活性成分的药理活性量的药物组合物，以及这些药物组合物用于治疗涉及ORL1受体的疾病的使用。本发明涉及通式（1）的化合物，其中符号的含义如说明书中所述。
• HETERO-FUSED CYCLIC COMPOUND
  申请人：EISAI R&D MANAGEMENT CO., LTD.

  公开号：US20160168176A1

  公开（公告）日：2016-06-16

  A compound represented by the formula (I) or a salt thereof: wherein a ring Z is a 5 to 6-membered heteroaromatic ring having one or two heteroatoms in the ring; X 1 is a hydrogen atom, a hydroxy group, a hydroxy C 1-6 alkyl group, —B(OH) 2 , a boronate ester group, a cyclic boronate ester group, a boranyl group, a cyclic boranyl group, —BF 3 M n1 , —Sn(R 12 )(R 13 )(R 14 ), a leaving group, a carboxy group, a formyl group, or —NR 16 R 17 ; and X 2 is a hydrogen atom or —CO 2 R 18 .

  一个由化学式(I)表示的化合物或其盐：其中环Z是一个具有一个或两个杂原子的5到6元杂芳香环；X1是氢原子、羟基、羟基C1-6烷基基团、—B(OH)2、硼酸酯基团、环硼酸酯基团、硼烷基团、环硼烷基团、—BF3Mn1、—Sn(R12)(R13)(R14)、一个离去基团、一个羧基、一个甲酰基，或—NR16R17；而X2是氢原子或—CO2R18。
• Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C–H functionalization
  作者：Ghayoor A. Chotana、Venkata A. Kallepalli、Robert E. Maleczka、Milton R. Smith

  DOI：10.1016/j.tet.2008.02.111

  日期：2008.6

  various substituted thiophenes to synthesize poly-functionalized thiophenes in good to excellent yields. Apart from common functionalities compatible with iridium-catalyzed borylations, additional functional group tolerance to acyl (COMe), and trimethylsilyl (TMS) groups was also observed. High regioselectivities were observed in borylation of 3-and 2,5-di-substituted thiophenes. Electrophilic aromatic

  铱催化的硼酸化反应已应用于各种取代的噻吩以合成多官能化的噻吩，收率非常好。除了与铱催化的硼化反应兼容的常见官能团外，还观察到了对酰基 (COMe) 和三甲基甲硅烷基 (TMS) 基团的额外官能团耐受性。在 3-和 2,5-二取代噻吩的硼酸化中观察到高区域选择性。噻吩硼酸酯上的亲电芳族 CH/C-Si 溴化显示在不破坏 CB 键的情况下发生，并且一锅 CH 硼酸化/Suzuki-Miyaura 交叉偶联已在 2-和 3-硼酸化噻吩上完成。
• A facile route to thiophene-1,1-dioxides bearing electron-withdrawing groups
  作者：Valentine G Nenajdenko、Andrew E Gavryushin、Elizabeth S Balenkova

  DOI：10.1016/s0040-4039(01)00732-8

  日期：2001.6

  thiophene-1,1-dioxides with strong EWGs has been described to date. Trifluoroperacetic acid in acetonitrile in the absence of water is shown to oxidise thiophenes, including examples possessing an electron-withdrawing group such as sulfonyl or alkoxycarbonyl. An easy and ready for scale-up procedure is developed, some formerly unknown thiophene-1,1-dioxides are obtained.

  迄今为止，尚未描述具有强EWG的噻吩-1,1-二氧化物的通用合成方法。乙腈中不存在水的三氟过氧乙酸可氧化噻吩，包括具有吸电子基团的实例，如磺酰基或烷氧基羰基。开发了一种容易且可按比例放大的程序，获得了一些以前未知的噻吩-1,1-二氧化物。

表征谱图