3-氨基-4-氰基噻吩-2-羧酸甲酯 | 102123-28-4

• 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-氨基-4-氰基噻吩-2-羧酸甲酯
• 英文名称: methyl 3-amino-4-cyanothiophene-2-carboxylate
• CAS: 102123-28-4
• 化学式: C₇H₆N₂O₂S
• mdl: MFCD00052590
• 分子量: 182.203
• InChiKey: AEWVEROSMGRHRG-UHFFFAOYSA-N

物化性质

• 熔点：
  151-152
• 沸点：
  384.6±42.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22
• 海关编码：
  2934999090
• 安全说明：
  S36/37

SDS

Name:	Methyl 3-amino-4-cyanothiophene-2-carboxylate 97% Material Safety Data Sheet
Synonym:
CAS:	102123-28-4

Section 1 - Chemical Product MSDS Name:Methyl 3-amino-4-cyanothiophene-2-carboxylate 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
102123-28-4	Methyl 3-amino-4-cyanothiophene-2-carb	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: 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.
Ingestion:
Get medical aid. 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:

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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 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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 102123-28-4: 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: grey
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 151 - 152 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: C7H6N2O2S
Molecular Weight: 182

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, acids, acid chlorides.
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# 102123-28-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl 3-amino-4-cyanothiophene-2-carboxylate - 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: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
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.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 102123-28-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 102123-28-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 102123-28-4 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：

  3-氨基-4-氰基噻吩-2-羧酸甲酯 在 吡啶 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 Methyl 4-cyano-3-[methyl-(2,2,2-trifluoroacetyl)amino]thiophene-2-carboxylate
  参考文献：
  名称：

  [EN] DERIVATIVES OF L-PLIENYL-1.5-DILIYDIO-BENZO[B] [1.4]DIAZEPINE-2.4-DIONE AS INHIBITORS OF HIV REPLICATION
  [FR] DÉRIVÉS DE 1-PHÉNYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZÉPINE-2.4-DIONE EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIH

  摘要：

  公开号：

  WO2011100838A9
• 作为产物：
  描述：

  巯基乙酸甲酯 、 乙氧基亚甲基丙二腈 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以68%的产率得到3-氨基-4-氰基噻吩-2-羧酸甲酯
  参考文献：
  名称：

  用于生物医学和生物成像应用的氨基氰基吡咯和氨基氰基噻吩酯的合成和荧光特性

  摘要：

  摘要 我们制备了一系列取代氨基氰基吡咯和另一种氨基氰基噻吩。我们描述了一种有效的新一步合成策略，通过类似 Gewald 的反应，使烷基肌氨酸盐和乙氧基亚甲基丙二腈缩合。还介绍了一些代表性化合物的紫外可见吸收和稳态和时间分辨荧光特性，以及它们的酸碱行为。这些化合物可能可用于医学应用和生物成像探针。

  DOI：

  10.1016/j.molstruc.2020.127974

文献信息

• Thieno pyrazine diones, their preparation and use
  申请人：Novo Nordisk A/S

  公开号：US05284847A1

  公开（公告）日：1994-02-08

  Novel thieno[2,3-b]pyrazine-2,3(1H,3H)-diones or tautomeric forms thereof of the formula (I) ##STR1## The compounds are useful in the treatment of neurological and psychiatric diseases.

  新型噻吩并[2,3-b]吡嗪-2,3(1H,3H)-二酮或其互变异构体的化学式(I)如下：##STR1## 这些化合物在治疗神经系统和精神疾病方面具有用途。
• 杂环并嘧啶二酮类化合物制备方法
  申请人：贵州医科大学

  公开号：CN107698587A

  公开（公告）日：2018-02-16

  杂环并嘧啶二酮类化合物制备方法，涉及药物化学技术。本发明包括下述步骤：1)邻氨基甲腈杂环化合物与催化剂混合形成混合物，所述催化剂为[HDBN+][TFE‑]；2)在CO2环境下，混合物加热，反应；3)待温度冷却到室温，调节PH值至中性，萃取分离收集有机相，干燥，过滤，然后蒸发，柱色谱分离得到杂环并嘧啶二酮类化合物。本发明成本低，环境友好，制备过程简单，底物适应范围广泛。
• Synthesis of carbo- and heterofused 5-amino-2H-1,2-thiazine 1,1-dioxides via the CSIC reaction strategy
  作者：Maksim S. Dyachenko、Yaroslav O. Chuchvera、Alexey V. Dobrydnev、Andriy I. Frolov、Eugeniy N. Ostapchuk、Maria V. Popova、Yulian M. Volovenko

  DOI：10.1016/j.tet.2022.132685

  日期：2022.3

  studies with respect to the synthesis of carbo- and heterofused β-enamino-δ-sultams annelated on face c (3,4-bond). This class of compounds was designed as isomeric counterpart of known pharmacological templates – fused δ-sultams annelated through a face e (5,6-bond) following the principles of bioisosteric replacement. The starting material for this synthesis is cyclic vicinal amino nitriles. In particular

  在这里，我们全面介绍了我们关于合成在面 c（3,4-键）上退火的碳和异质融合的β-烯氨基-δ-磺胺嘧啶核苷的研究。这类化合物被设计为已知药理学模板的异构体对应物——按照生物等排置换原理通过面 e （5,6-键）退火的融合δ-磺胺嘧啶。该合成的起始材料是环状连氨基腈。特别是，根据化学性质和反应性，开发了几种用于 5 元和 6 元碳和杂芳族以及富含 sp 3 的 β-烯氨基腈的甲磺酰化方法。获得的N-单-或/和N,N-二甲磺酸盐被转化为相应的N-甲基甲磺酰胺，对其进行CSIC（碳负离子介导的磺酸盐（磺胺）分子内环化）反应方案，从而提供目标碳和杂稠合的β-烯氨基- δ -苏丹。与碳亲电试剂和异亲电试剂的反应证明了它们的合成效用。
• An advantageous synthesis of new indazolone and pyrazolone derivatives
  作者：Arkaitz Correa、Imanol Tellitu、Esther Domínguez、Raul SanMartin

  DOI：10.1016/j.tet.2006.09.031

  日期：2006.11

  The synthesis of new indazolone and pyrazolone derivatives starting from methyl anthranilate type substrates is presented. This general approach constitutes a novel and advantageous alternative for the synthesis of the target heterocycles, which implies the use of the environmentally friendly oxidizer PIFA. The synthetic design includes the oxidation of N-arylamides by the hypervalent iodine reagent

  提出了从邻氨基苯甲酸甲酯型底物开始合成新的吲唑酮和吡唑啉酮衍生物。该通用方法构成了用于合成目标杂环的新颖且有利的替代方法，这意味着使用了环境友好型氧化剂PIFA。合成设计包括通过高价碘试剂将N-芳基酰胺氧化为相应的N-酰基硝酸镍离子，该分子可以被胺部分分子内捕获，从而通过形成新的N–N单键提供标题化合物。
• Ionic liquid promoted synthesis of heterocycle-fused pyrimidine-2,4(1H,3H)-diones utilising CO2
  作者：Chun Li、Xunhua Lu、Yuanyong Yang、Shenggang Yang、Lin Zhang

  DOI：10.1016/j.tetlet.2018.05.043

  日期：2018.6

  An efficient ionic liquid system was developed for the preparation of various heterocycle-fused pyrimidine-2, 4(1H,3H)-diones in moderate to excellent yields (52-95%). It was found that [HDBN+][TFE-], a simple and easily prepared ionic liquid, could act as both the solvent and reaction promoter, and that the reactions could be efficiently carried out at atmospheric pressures of CO2. (C) 2018 Elsevier Ltd. All rights reserved.