Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate
• CAS No.: 18212-20-9
• Molecular Formula: C6H8N2O2S
• Molecular Weight: 172.208
• Hs Code.: 2934999090
• European Community (EC) Number: 624-918-1
• DSSTox Substance ID: DTXSID80374539
• Nikkaji Number: J267.176J
• Wikidata: Q72476232
• Mol file: 18212-20-9.mol

Synonyms:Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate;18212-20-9;ethyl 4-methylthiadiazole-5-carboxylate;1,2,3-Thiadiazole-5-carboxylic acid, 4-methyl-, ethyl ester;MFCD00052549;SCHEMBL2211256;4-methyl-1,2,3-thiadiazole-5-carboxylic acid ethyl ester;DTXSID80374539;STK506103;AKOS005069211;10J-523S;SY078770;CS-0045358;FT-0626095;A26562;Ethyl4-methyl-1,2,3-thiadiazole-5-carboxylate;F14572;ethyl-4-methyl-1,2,3-thiadiazole-5-carboxylate;4-methyl-5-thiadiazolecarboxylic acid ethyl ester;A812653;J-011656;J-521039;Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate, 97%

Chemical Property of Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.0354mmHg at 25°C
• Refractive Index: n20/D 1.5050(lit.)
• Boiling Point: 241.7 °C at 760 mmHg
• PKA: -4.62±0.32(Predicted)
• Flash Point: 100 °C
• PSA: 80.32000
• Density: 1.265 g/cm³
• LogP: 1.02320
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 172.03064868
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=NS1)C
• Uses: Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate may be used in the preparation of following compounds with potent fungicidal activity:1,2,3-thiadiazole bearing hydrazone derivatives2-(4′-methyl-1′,2′,3′-thiadiazol)-5-substituted-1,3,4-oxadiazole derivatives1,2,3-thiadiazole bearing 1,2,4-triazole derivatives

Technology Process of Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate

There total 10 articles about Ethyl 4-methyl-1,2,3-thiadiazole-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

3-methoxycarbonylhydrazonoacetic acid ethyl ester (356102-30-2) → 4-methyl-1,2,3-thiadiazole-5-carboxylic acid ethyl ester (18212-20-9)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.3998/ark.5550190.0011.228

Reference yield: 77.0%

ethyl 2-(4-ethoxy-4-oxobutan-2-ylidene)hydrazinecarboxylate (50981-14-1) → 4-methyl-1,2,3-thiadiazole-5-carboxylic acid ethyl ester (18212-20-9)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 21h; Cooling with ice;

DOI:10.1002/jhet.1656

Reference yield: 77.0%

3-ethoxycarbonylhydrazonoacetic acid ethyl ester (98337-14-5) → 4-methyl-1,2,3-thiadiazole-5-carboxylic acid ethyl ester (18212-20-9)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 21h;

DOI:10.1016/j.bioorg.2019.103509

upstream raw materials:

N-carboxiamino-hidrazona del acetilacetato de etilo

ethyl 2-(4-ethoxy-4-oxobutan-2-ylidene)hydrazinecarboxylate

ethyl acetoacetate

3-methoxycarbonylhydrazonoacetic acid ethyl ester

Downstream raw materials:

4-methyl-[1,2,3]thiadiazole-5-carboxylic acid

carbon oxide sulfide

4-methyl-1,2,3-thiadiazole-5-carboxylic acid-(cyclohexylmethyl)-amide

4-methyl-1,2,3-thiadiazole-5-carbohydroxamic acid

Refernces

• 1、 Min, Li-Jing,Yang, Ming-Yan,Mu, Jin-Xia,Sun, Zhao-Hui,Tan, Cheng-Xia,Weng, Jian-Quan,Liu, Xing-Hai,Zhang, Yong-Gang. "Synthesis, Crystal Structure, and Biological Activity of Some Novel Sulfoxide Compounds Containing 1,2,3-Thiadiazole Moiety". . p. 1884 - 1892. Retrieved 2015.
• 2、 Min, Li-Jing,Yang, Ming-Yan,Sun, Zhao-Hui,Tan, Cheng-Xia,Weng, Jian-Quan,Wu, Hong-Ke,Liu, Xing-Hai. "Phase transfer catalyzed synthesis and biological activity of thiourea derivatives containing 1,2,3-thiadiazole moiety". . p. 7413 - 7415. Retrieved 2014.
• 3、 Li, Dongsheng,Liu, Chao,Jiang, Xinhai,Lin, Yuan,Zhang, Jing,Li, Yan,You, Xuefu,Jiang, Wei,Chen, Minghua,Xu, Yanni,Si, Shuyi. "Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB". . . Retrieved 2020/10/21.
• 4、 -. "guan Huanfa synthetic multi-nitrogen heterocyclic ring sai oxadiazole - 5 - a amidine compounds". Paragraph 0047-0048. . Retrieved 2017/07/21.