Methyl 4-(2-aminothiazol-4-yl)benzoate

Base Information

• Chemical Name: Methyl 4-(2-aminothiazol-4-yl)benzoate
• CAS No.: 206555-77-3
• Molecular Formula: C11H10N2O2S
• Molecular Weight: 234.279
• Hs Code.: 2934100090
• European Community (EC) Number: 672-107-6
• Nikkaji Number: J3.044.027G
• ChEMBL ID: CHEMBL2207275
• Mol file: 206555-77-3.mol

Synonyms:206555-77-3;methyl 4-(2-aminothiazol-4-yl)benzoate;Methyl 4-(2-Amino-4-thiazolyl)benzoate;methyl 4-(2-amino-1,3-thiazol-4-yl)benzoate;4-(2-Amino-thiazol-4-yl)-benzoic acid methyl ester;Benzoic acid, 4-(2-amino-4-thiazolyl)-, methyl ester;4-(2-Aminothiazol-4-yl)benzoic acid methyl ester;MFCD03030162;Methyl4-(2-Amino-4-thiazolyl)benzoate;SCHEMBL1553078;CHEMBL2207275;FKEIGGWJRUYGHR-UHFFFAOYSA-N;AKOS000122260;FS-1367;SY012606;CS-0073468;FT-0704399;EN300-02222;4-[4-(Methoxycarbonyl)phenyl]thiazole-2-amine;A879513;J-013494;Z56865296;F2124-0414

Chemical Property of Methyl 4-(2-aminothiazol-4-yl)benzoate

Chemical Property:

• Boiling Point: 430.5±28.0 °C(Predicted)
• PKA: 3.73±0.10(Predicted)
• PSA: 93.45000
• Density: 1.319±0.06 g/cm3(Predicted)
• LogP: 2.76010
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 234.04629874
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl4-(2-Aminothiazol-4-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C2=CSC(=N2)N

Technology Process of Methyl 4-(2-aminothiazol-4-yl)benzoate

There total 8 articles about Methyl 4-(2-aminothiazol-4-yl)benzoate 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: 70.0%

methyl 4-(2-bromoacetyl)benzoate (56893-25-5) + thiourea (17356-08-0) → 2-amino-4-(4′-methoxycarbonylphenyl)thiazole (206555-77-3)

Guidance literature:

With sodium carbonate; In isopropyl alcohol; for 0.583333h; Heating / reflux;

Reference yield: 70.0%

methyl 4-(2-bromoacetyl)benzoate (56893-25-5) → 2-amino-4-(4′-methoxycarbonylphenyl)thiazole (206555-77-3)

Guidance literature:

With sodium carbonate; thiourea; In water; isopropyl alcohol;

Reference yield: 57.0%

methyl 4-(1-azidovinyl)benzoate (1073483-45-0) + potassium thioacyanate (333-20-0) → 2-amino-4-(4′-methoxycarbonylphenyl)thiazole (206555-77-3)

Guidance literature:

With palladium diacetate; In propan-1-ol; at 80 ℃; for 12h;

DOI:10.1021/acs.orglett.5b02152

upstream raw materials:

methyl 4-(2-bromoacetyl)benzoate

thiourea

methyl 4-vinylbenzoate

methyl 4-acetylbenzoate

Downstream raw materials:

C₃₀H₂₄N₂O₂S

Refernces

• 1、 -. "SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF NUCLEASES". Page/Page column 14-15; 40; 52; 56. . Retrieved 2019/11/12.
• 2、 Chen, Binhui,Guo, Shanshan,Guo, Xiao,Zhang, Guolin,Yu, Yongping. "Selective Access to 4-Substituted 2-Aminothiazoles and 4-Substituted 5-Thiocyano-2-aminothiazoles from Vinyl Azides and Potassium Thiocyanate Switched by Palladium and Iron Catalysts". supporting information. p. 4698 - 4701. Retrieved 2015/10/12.