Diethyl 2-phenyl-1,3-thiazole-4,5-dicarboxylate

Base Information

• Chemical Name: Diethyl 2-phenyl-1,3-thiazole-4,5-dicarboxylate
• CAS No.: 54986-96-8
• Molecular Formula: C₁₅H₁₅NO₄S
• Molecular Weight: 305.354
• DSSTox Substance ID: DTXSID30372681
• Wikidata: Q82160523
• Mol file: 54986-96-8.mol

Synonyms:54986-96-8;diethyl 2-phenyl-1,3-thiazole-4,5-dicarboxylate;2-PHENYL-4,5-THIAZOLEDICARBOXYLIC ACID DIETHYL ESTER;2-Phenyl-1,3-thiazole-4,5-dicarboxylic acid diethyl ester;Maybridge1_000128;MixCom1_000238;Oprea1_594124;DTXSID30372681;MFCD00110676;XBX 00205;AKOS005208037;CCG-241435;Diethyl 2-phenylthiazole-4,5-dicarboxylate;CS-0361269

Chemical Property of Diethyl 2-phenyl-1,3-thiazole-4,5-dicarboxylate

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 305.07217913
• Heavy Atom Count: 21
• Complexity: 371

Purity/Quality:

99%, ^*data from raw suppliers

Diethyl2-?Phenyl-?1,?3-?thiazole-?4,?5-?dicarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC(=N1)C2=CC=CC=C2)C(=O)OCC

Technology Process of Diethyl 2-phenyl-1,3-thiazole-4,5-dicarboxylate

There total 2 articles about Diethyl 2-phenyl-1,3-thiazole-4,5-dicarboxylate 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: 40.0%

benzenecarbothioamide (2227-79-4) + diethyl 3-chloro-2-oxosuccinate (34034-87-2) → 2-phenyl-thiazole-4,5-dicarboxylic acid diethyl ester (54986-96-8)

Guidance literature:

In toluene; at 75 - 80 ℃; for 1.5h;

DOI:10.1021/jm00378a006

Reference yield:

2-amino-4,5-bis(ethoxycarbonyl)thiazole (5445-93-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-phenyl-thiazole-4,5-dicarboxylic acid diethyl ester (54986-96-8)

Guidance literature:

Multistep reaction; (i) pentyl nitrite, CCl₄, (ii) H₂PO₂;

Reference yield: 81.0%

2-phenyl-thiazole-4,5-dicarboxylic acid diethyl ester (54986-96-8) → 2-phenyl-4,5-bis(hydroxymethyl)thiazole (92126-34-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 3.5h; Heating;

DOI:10.1021/jm00378a006

upstream raw materials:

benzenecarbothioamide

diethyl 3-chloro-2-oxosuccinate

2-amino-4,5-bis(ethoxycarbonyl)thiazole

benzene

Downstream raw materials:

2-phenylthiazole-4,5-dicarbohydrazide

2-phenyl-thiazole-4,5-dicarboxylic acid

2-phenyl-thiazole-4,5-dicarboxylic acid diamide

2-phenyl-thiazole-4,5-dicarboxylic acid dihydrazide