5-氧代-5H-噻唑并[3,2-a]嘧啶-6-羧酸乙酯 | 32278-52-7

• 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 - 二嗪类
• 中文名称: 5-氧代-5H-噻唑并[3,2-a]嘧啶-6-羧酸乙酯
• 英文名称: 6-ethoxycarbonyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine
• 英文别名: ethyl 5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate；5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester；5-Oxo-5H-thiazolo[3,2-a]pyrimidin-6-carbonsaeure-aethylester；5-Oxo-5H-thiazolo<3,2-a>pyrimidin-6-carbonsaeure-aethylester；ethyl 5-oxo-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS: 32278-52-7
• 化学式: C₉H₈N₂O₃S
• mdl: MFCD02323010
• 分子量: 224.24
• InChiKey: SEEBZSXGWQRHLB-UHFFFAOYSA-N

物化性质

• 沸点：
  361.7±52.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  84.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2934100090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 5-oxothiazolo[3,2-a]pyridine-6-carboxylate
Synonyms:

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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: Ethyl 5-oxothiazolo[3,2-a]pyridine-6-carboxylate
CAS number: 32278-52-7

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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: C10H9NO3S
Molecular weight: 223.2

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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：

  5-氧代-5H-噻唑并[3,2-a]嘧啶-6-羧酸乙酯 在 盐酸 作用下， 生成 5-氧代-5H-噻唑并[3,2-a]嘧啶-6-甲酸
  参考文献：
  名称：

  2-氨基噻唑和2-氨基苯并噻唑与丙酸及其酯的反应

  摘要：

  标题反应的主要产物是7 H-噻唑并[3，2 - a ]嘧啶-7-酮（IV）和2 H-嘧啶-[ 2，1- b ]苯并噻唑-2-酮（V）。其中一些的伯和仲脂族胺处理得到2-（β-aminoacryloyl）亚氨基Δ 4 -thiazolines（X）和相应的苯并类似物（XI）。

  DOI：

  10.1039/j39710002094
• 作为产物：
  描述：

  diethyl 2-((thiazol-2-ylamino)methylene)malonate 以 四氢呋喃 为溶剂， 390.0 ℃ 、10.0 MPa 条件下， 以94%的产率得到5-氧代-5H-噻唑并[3,2-a]嘧啶-6-羧酸乙酯
  参考文献：
  名称：

  在自动化的高温高压流动反应器中合成熔融的嘧啶酮和喹诺酮衍生物

  摘要：

  在自动化的Phoenix高温高压连续流反应器中，数分钟之内即可合成出对药物研究潜在感兴趣的熔融嘧啶酮和喹诺酮衍生物，收率高达96％。难于合成或需要多步操作的杂环支架可使用一组常见的反应条件轻松获得。低沸点溶剂的使用以及这些反应的高转化率使得易于后处理和分离。本文报道的方法高度适合于快速和有效的杂环合成以及化合物的放大。

  DOI：

  10.1021/acs.joc.6b02520

文献信息

• The reactions of 2-aminothiazoles and 2-aminobenzothiazoles with propiolic acid and its esters
  作者：D. W. Dunwell、D. Evans

  DOI：10.1039/j39710002094

  日期：——

  The main products from the title reactions were 7H-thiazolo[3,2-a]pyrimidin-7-ones (IV) and 2H-pyrimido-[2,1-b]benzothiazol-2-ones (V). Treatment of some of these with primary and secondary aliphatic amines yielded 2-(β-aminoacryloyl)imino-Δ4-thiazolines (X) and the corresponding benzo-analogues (XI).

  标题反应的主要产物是7 H-噻唑并[3，2 - a ]嘧啶-7-酮（IV）和2 H-嘧啶-[ 2，1- b ]苯并噻唑-2-酮（V）。其中一些的伯和仲脂族胺处理得到2-（β-aminoacryloyl）亚氨基Δ 4 -thiazolines（X）和相应的苯并类似物（XI）。
• Reaction of Ethoxymethylenemalononitrile with 2-Aminopyridines
  作者：YOSHIHISA OKAMOTO、YOSHIHISA KURASAWA、KANAME TAKAGI、ATSUSHI TAKADA、TAKEO UEDA

  DOI：10.1248/cpb.22.243

  日期：——

  A nucleophilic reaction of 2-aminopyridines (or 2-aminoheterocycles) with ethoxymethylenemalononitrile was investigated and structures of the reaction products were assigned as shown in Table II. Similar reactions using 2-aminopyridine hydrochloride were found to give 1, 2-dihydro-1- (2, 2-dicyanovinyl) -2-iminopyridine (IV), and 1, 2-dihydro-1- (2, 2-dicyanovinyl) -2- (2, 2-dicyanovinylimino) pyridine (VIa).

  研究了 2-氨基吡啶（或 2-氨基杂环）与乙氧基亚甲基丙二腈的亲核反应，反应产物的结构如表 II 所示。发现使用 2-氨基吡啶盐酸盐进行类似反应可得到 1，2-二氢-1-（2，2-二氰基乙烯基）-2-亚氨基吡啶（IV）和 1，2-二氢-1-（2，2-二氰基乙烯基）-2-（2，2-二氰基乙烯基亚氨基）吡啶（VIa）。
• Penicillins
  申请人：Beecham Group Limited

  公开号：US04081545A1

  公开（公告）日：1978-03-28

  A class of .alpha.-(heterocyclic carbonylamino) penicillins in which the heterocyclic group of the acyl moiety is a fused bicyclic ring having a nitrogen atom at the bridge position, shows good antibacterial activity.

  一类α-(杂环羰基氨基) 青霉素类药物，其中酰基部分的杂环基团是具有氮原子的融合双环环的，在桥位显示出良好的抗菌活性。
• The Structure of Certain Polyazaindenes. II. The Product from Ethyl Acetoacetate and 3-Amino-1,2,4-triazole
  作者：C. F. H. ALLEN、H. R. BEILFUSS、D. M. BURNESS、G. A. REYNOLDS、J. F. TINKER、J. A. VanALLAN

  DOI：10.1021/jo01088a014

  日期：1959.6
• Fused pyrimidines as potential antimicrobic agents
  作者：Alfred Richardson、Frederick J. McCarty

  DOI：10.1021/jm00282a001

  日期：1972.12