2-cyano-5-phenylpenta-2,4-dienethioamide | 91974-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-cyano-5-phenylpenta-2,4-dienethioamide
• CAS: 91974-48-0
• 化学式: C₁₂H₁₀N₂S
• mdl: MFCD00119186
• 分子量: 214.291
• InChiKey: ZFQNTRNDIHSZDF-UHFFFAOYSA-N

物化性质

• 沸点：
  407.9±55.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  2

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Cinnamylidencyanothioacetamide
Synonyms: (2E,4E)-2-Cyano-5-phenylpenta-2,4-dienethioamide

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Cinnamylidencyanothioacetamide
CAS number: 91974-48-0

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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.
Store in closed vessels.
Storage:

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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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C12H10N2S
Molecular weight: 214.3

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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, 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：

  2-cyano-5-phenylpenta-2,4-dienethioamide 在 sodium ethanolate 、 sodium acetate trihydrate 、 乙酸酐 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 9.08h， 生成 3-(4-chlorophenyl)-8-ethoxycarbonyl-7-methyl-9-styrylpyrido[3',2':4,5]thieno[3,2-d]pyrimidine-4(3H)-one
  参考文献：
  名称：

  某些带有苯乙烯基的吡啶，噻吩并[2,3-b]吡啶和吡啶并[3'，2'：4,5]噻吩并[3,2-d]嘧啶-4（3H）-的合成和表征

  摘要：

  3-氰基-5-乙氧基羰基-6-甲基-4-苯乙烯基吡啶-2-（1 H）-硫酮（3）是通过2氰基-5-苯基戊基-2,4-二烯硫酰胺（2）与乙酰乙酸乙酯反应制得的或通过肉桂醛（1），氰基硫代乙酰胺和乙酰乙酸乙酯的多组分反应以中等收率。化合物3与一些N-芳基-2-氯乙酰胺在乙酸钠存在下反应，得到相应的2-（N-芳基氨基甲酰基甲基硫烷基）-3-氰基-5-乙氧基羰基-6-甲基-4-苯乙烯基吡啶4a-f。当化合物4a-f经受了索普-齐格勒反应条件的影响，它们转化为相应的3-氨基-5-乙氧羰基-2-（N-芳基氨基甲酰基）-6-甲基-4-苯乙烯基噻吩并[2,3- b ]吡啶5a-f。依次将化合物5a，e，f与2,5-二甲氧基四氢呋喃反应，得到相应的3-（吡咯-1-基）噻吩并吡啶6a，e，f。的反应图5a-f的与原甲酸三乙酯或亚硝酸也进行了与他们的产品进行鉴定。根据所有元素的元素分析和光谱分析对所有合成化合物的结构式进行表征和确认。

  DOI：

  10.1002/jhet.3954
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 肉桂醛 在 Envirocat EPZG 作用下， 反应 0.67h， 以96%的产率得到2-cyano-5-phenylpenta-2,4-dienethioamide
  参考文献：
  名称：

  Condensation of α-Cyanothioacetamide with Aldehydes Catalyzed by Envirocat EPZG¹

  摘要：

  Condensation of alpha-cyanothioacetamide with aldehydes has been carried out in excellent yield under mild conditions by using Envirocat EPZG as a heterogenous reusable catalyst.

  DOI：

  10.1080/00397919708003351

文献信息

• Synthesis, Characterization, and Antifungal Activity of Some New Thieno[2,3-b]pyridines Incorporating Quinazoline or Benzimidazole Moiety
  作者：O. F. Ibrahim、E. A. Bakhite、S. A. M. Metwally、Y. A. El-Ossaily、H. H. M. Abdu-Allah、E. A. Al-Taifi、M. Kandel

  DOI：10.1134/s1068162021040117

  日期：2021.7

  Abstract Reaction of 4,6-dimethyl-3-cyanopyridine-2(1H)-thione (IIIa) or 4,5,6-trisubstituted-3-cyanopyridine-2(1H)-thiones (IIIb–d) with 2-chloromethylquinazoline-4(3H)-one (IVa) furnished the corresponding 3-amino-2-(4-oxo-3,4-dihydroquinazolin-2-yl)thieno[2,3-b]pyridines (VIa–d). Reaction of aminothieno-pyridines (VIa, b, d) were reacted with triethyl orthoformate, acetic anhydride or nitrous acid

  摘要 的反应4,6-二甲基-3-氰基吡啶-2（1 H ^） -硫酮（IIIa受体）或4,5,6-三取代-3-氰基吡啶-2（1 H ^）-thiones（IIIb族- d）与2-氯甲基喹唑啉-4(3 H )-one ( IVa)提供相应的 3-amino-2-(4-oxo-3,4-dihydroquinazolin-2-yl)thieno[2,3- b ]pyridines ( VIa – d ) . 氨基噻吩并吡啶（VIa、b、d）与原甲酸三乙酯、乙酸酐或亚硝酸反应得到吡啶并噻吩并嘧啶并喹唑啉（VIIIa、b、d )、( IXa、b、d ) 或吡啶并噻嗪并喹唑啉 ( Xa、b、d )。合成了新化合物3-氰基-5-乙酰基-6-甲基-4-苯乙烯基吡啶-2( 1H )-硫酮( IIIe)，并与2-氯甲基-1H-苯并咪唑反应生成5-乙酰基-3 -amino-2-(1 H -benzimidazol
• Two Approaches for the Synthesis of Fused Dihydropyridines via a 1,6-Electrocyclic Reaction: Fluorescent Properties and Prospects for Application
  作者：Aleksey A. Gagarin、Polina O. Suntsova、Artem S. Minin、Varvara A. Pozdina、Pavel A. Slepukhin、Enrico Benassi、Nataliya P. Belskaya

  DOI：10.1021/acs.joc.0c01934

  日期：2020.11.6

  acid, methyl and ethyl esters, and methyl propiolate were systematically studied, and a number of new 2,3-dihydro-5H-thiazolo[3,2-a]pyridines (DTPs) and 4H,6H-pyrido[2,1-b][1,3]thiazines (PTZs) were prepared. A possible mechanism for a multistep domino transformation is suggested, and the key step is the 1,6-electrocyclic reaction. An additional alternative method for the synthesis of new heterocyclic

  系统地研究了5-2,4-二烯硫酰胺与乙炔二羧酸，甲基和乙酯，丙酸甲酯的反应，以及许多新的2,3-二氢-5 H-噻唑并[3,2- a ]吡啶（DTPs） ）和4 H，6 H -pyrido [2,1- b制备了[1,3]噻嗪（PTZ）。提出了多步多米诺骨牌转化的可能机制，关键步骤是1,6-电环反应。实现了合成新杂环系统的另一种替代方法。通过X射线衍射和量子化学计算对合成的双环非芳族吡啶的空间结构进行分析，并从热力学量中收集了关键步骤的电循环机理的证据。DTP在溶液中显示黄色荧光，在固态时显示黄色至红色发射。生物学研究表明DTP能够穿透活细胞和固定细胞，并可能在溶酶体中积累。
• Condensation of α-Cyanothioacetamide with Aldehydes Catalyzed by Envirocat EPZG¹
  作者：B. P. Bandgar、S. M. Zirange、P. P. Wadgaonkar

  DOI：10.1080/00397919708003351

  日期：1997.4

  Condensation of alpha-cyanothioacetamide with aldehydes has been carried out in excellent yield under mild conditions by using Envirocat EPZG as a heterogenous reusable catalyst.
• 10.24820/ark.5550190.p012.212
  作者：Al-Waleedy, Safiyyah A.H.、Younis, Osama、Abdel-Hafez, Shams H.、Bakhite, Etify A.

  DOI：10.24820/ark.5550190.p012.212

  日期：——
• Synthesis and characterization of some new pyridines, thieno[2,3‐ <i>b</i> ] pyridines and pyrido[3′,2′:4,5]thieno[3,2‐ <i>d</i> ]pyrimidine‐4(3 <i>H</i> )‐ones bearing styryl moiety
  作者：Safiyyah A. H. Al‐Waleedy、Etify A. Bakhite、Mohamed S. Abbady、Hajjaj H. M. Abdu‐Allah

  DOI：10.1002/jhet.3954

  日期：2020.6

  nyl)‐3‐cyano‐5‐ethoxycarbonyl‐6‐methyl‐4‐styrylpyridines 4a‐f . When compounds 4a‐f were subjected to Thorpe‐Ziegler reaction conditions, they converted into the corresponding 3‐amino‐5‐ethoxycarbonyl‐2‐(N ‐arylcarbamoyl)‐6‐methyl‐4‐styrylthieno[2,3‐b ]pyridines 5a‐f . Compounds 5a,e,f were reacted, in turn, with 2,5‐dimethoxytetrahydrofuran to furnish the corresponding 3‐(pyrrol‐1‐yl)thieno‐pyridines

  3-氰基-5-乙氧基羰基-6-甲基-4-苯乙烯基吡啶-2-（1 H）-硫酮（3）是通过2氰基-5-苯基戊基-2,4-二烯硫酰胺（2）与乙酰乙酸乙酯反应制得的或通过肉桂醛（1），氰基硫代乙酰胺和乙酰乙酸乙酯的多组分反应以中等收率。化合物3与一些N-芳基-2-氯乙酰胺在乙酸钠存在下反应，得到相应的2-（N-芳基氨基甲酰基甲基硫烷基）-3-氰基-5-乙氧基羰基-6-甲基-4-苯乙烯基吡啶4a-f。当化合物4a-f经受了索普-齐格勒反应条件的影响，它们转化为相应的3-氨基-5-乙氧羰基-2-（N-芳基氨基甲酰基）-6-甲基-4-苯乙烯基噻吩并[2,3- b ]吡啶5a-f。依次将化合物5a，e，f与2,5-二甲氧基四氢呋喃反应，得到相应的3-（吡咯-1-基）噻吩并吡啶6a，e，f。的反应图5a-f的与原甲酸三乙酯或亚硝酸也进行了与他们的产品进行鉴定。根据所有元素的元素分析和光谱分析对所有合成化合物的结构式进行表征和确认。