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About This Item
经验公式（希尔记法）:
C4H3NOS
CAS号:
分子量:
113.14
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
检测方案
97%
形式
liquid
折射率
n20/D 1.574 (lit.)
bp
61-63 °C/15 mmHg (lit.)
密度
1.288 g/mL at 25 °C (lit.)
储存温度
2-8°C
SMILES字符串
O=Cc1nccs1
InChI
1S/C4H3NOS/c6-3-4-5-1-2-7-4/h1-3H
InChI key
ZGTFNNUASMWGTM-UHFFFAOYSA-N
一般描述
2-Thiazolecarboxaldehyde is a thiazole aldehyde derivative. It undergoes Baylis–Hillman reaction with methyl acrylate catalyzed by DABCO (1,4-diazabicyclo[2.2.2]octane). The reaction mechanism has been studied by electrospray ionization mass spectrometry (ESI-MS).
应用
紫杉烷类似物的有用结构单元。
2-Thiazolecarboxaldehyde may be used as a reactant in the following syntheses:
- Benzothiazine N-acylhydrazones, having potential antinociceptive and anti-inflammatory activity.
- Thiazole-2-yl-(amino)methylphosphonate diethyl esters.
- Imino ester by reacting with L-leucine t-butyl ester hydrochloride.
WGK
WGK 3
闪点(°F)
154.4 °F
闪点(°C)
68 °C
法规信息
新产品
The Morita-Baylis-Hillman Reaction: Advances and Contributions from Brazilian Chemistry.
Santos MS, et al.
Current Organic Synthesis, 12(6), 830-852 (2015)
Online mechanistic investigations of catalyzed reactions by electrospray ionization mass spectrometry: a tool to intercept transient species in solution.
Santos LS.
European Journal of Organic Chemistry, 2008(2), 235-253 (2008)
Armel A Agbodjan et al.
The Journal of organic chemistry, 73(8), 3094-3102 (2008-03-25)
A practical asymmetric synthesis of a highly substituted N-acylpyrrolidine on multi-kilogram scale is described. The key step in the construction of the three stereocenters is a [3+2] cycloaddition of methyl acrylate and an imino ester prepared from l-leucine t-butyl ester
Synthesis of new thiazole-2,-4, and-5-yl-(amino) methylphosphonates and phosphinates: unprecedented cleavage of thiazole-2 derivatives under acidic conditions.
Olszewski TK and Boduszek B.
Tetrahedron, 66(45), 8661-8866 (2010)
Yasuyuki Takeda et al.
Bioorganic & medicinal chemistry letters, 14(12), 3209-3215 (2004-05-20)
To improve the metabolic stability of 3, which exhibited both in vitro antitumor activity and in vivo efficacy by both iv and po administration, we designed and synthesized new taxane analogues. Most of the synthetic compounds maintained excellent antitumor activity
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