Ethyl 2-amino-1,3-benzothiazole-6-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-1,3-benzothiazole-6-carboxylate
• CAS No.: 50850-93-6
• Molecular Formula: C10H10 N2 O2 S
• Molecular Weight: 222.268
• Hs Code.: 2934999090
• European Community (EC) Number: 672-388-5,945-129-1
• DSSTox Substance ID: DTXSID60344997
• Nikkaji Number: J94.721K
• Wikidata: Q27452869
• ChEMBL ID: CHEMBL95874
• Mol file: 50850-93-6.mol

Synonyms:50850-93-6;Ethyl 2-amino-1,3-benzothiazole-6-carboxylate;ethyl 2-aminobenzo[d]thiazole-6-carboxylate;Ethyl 2-amino-benzothiazole-6-carboxylate;Ethyl 2-aminobenzothiazole-6-carboxylate;2-Amino-benzothiazole-6-carboxylic acid ethyl ester;MFCD00102724;6-benzothiazolecarboxylic acid, 2-amino-, ethyl ester;2-aminobenzothiazole-6-carboxylic acid ethyl ester;2-amino benzo thiazole-6-carboxylic acid ethyl ester;2-amino-6-ethoxycarbonylbenzothiazole;3kid;SCHEMBL73574;CHEMBL95874;SCHEMBL13302168;DTXSID60344997;STK396705;2-amino-6-ethoxycarbonyl-benzothiazole;AKOS000107955;AC-6513;CS-W019437;ethyl-2-amino-benzothiazole-6-carboxylate;SY005541;ethyl2-aminobenzo[d]thiazole-6-carboxylate;ethyl 2-aminobenzo[d]thiazol-6-carboxylate;A7533;AM20050298;BB 0244781;E0985;FT-0602001;EN300-235720;2-amino-benzothiazol-6-carboxylic acid ethyl ester;3X-0853;AH-357/03328062;Ethyl 2-amino-1,3-benzothiazole-6-carboxylate #;SR-01000512289;SR-01000512289-1;2-Amino-benzothiazole-6-carboxylic acid ethyl ester;ethyl 2-amino-benzothiazole-6-carboxylate, AldrichCPR;Q27452869;Z57106237;2-Amino-1,3-benzothiazole-6-carboxylic acid ethyl ester;F1981-0015;2BS

Chemical Property of Ethyl 2-amino-1,3-benzothiazole-6-carboxylate

Chemical Property:

• Vapor Pressure: 3.45E-06mmHg at 25°C
• Melting Point: 241-243°C
• Boiling Point: 386.8°Cat760mmHg
• PKA: 2.79±0.10(Predicted)
• Flash Point: 187.7°C
• PSA: 93.45000
• Density: 1.364g/cm³
• LogP: 2.63640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 222.04629874
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Aminobenzothiazole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C1)N=C(S2)N
• Uses: Ethyl 2-amino-benzothiazole-6-carboxylate (cas# 50850-93-6) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-amino-1,3-benzothiazole-6-carboxylate

There total 15 articles about Ethyl 2-amino-1,3-benzothiazole-6-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: 100.0%

potassium thioacyanate (333-20-0) + p-aminoethylbenzoate (94-09-7) → ethyl 2-aminobenzothiazole-6-carboxylate (50850-93-6)

Guidance literature:

With bromine; acetic acid; at 19 - 20 ℃;

Reference yield: 93.0%

ammonium thiocyanate + p-aminoethylbenzoate (94-09-7) → ethyl 2-aminobenzothiazole-6-carboxylate (50850-93-6)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; In water; dimethyl sulfoxide; at 70 ℃; for 1h;

DOI:10.1016/j.tetlet.2021.153388

Reference yield: 77.0%

ammonium thiocyanate (1147550-11-5) + p-aminoethylbenzoate (94-09-7) → ethyl 2-aminobenzothiazole-6-carboxylate (50850-93-6)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; In acetonitrile; at 20 ℃; for 18h; Irradiation;

DOI:10.1016/j.tetlet.2020.151700

upstream raw materials:

2-aminobenzothiazole-6-carboxylic acid

4-thioureidobenzoic acid ethyl ester

ethyl 4-amino-3-thiocyanatobenzoate

ammonium thiocyanate

Downstream raw materials:

2-aminobenzothiazole-6-carboxylic acid hydrochloride

1-(6-ethoxycarbonyl-2-benzothiazolyl)-3-ethylurea

1-(6-benzyl-2-benzothiazolyl)-3-ethylurea

ethyl 2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazol-7-carboxylate

Refernces

• 1、 Dass, Reuben,Peterson, Matt A.. "An efficient one-pot synthesis of 2-aminobenzothiazoles from substituted anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O". supporting information. . Retrieved 2021/10/04.
• 2、 He, Wei-Bao,Gao, Lan-Qing,Chen, Xin-Jie,Wu, Zhi-Lin,Huang, Ying,Cao, Zhong,Xu, Xin-Hua,He, Wei-Min. "Visible-light-initiated malic acid-promoted cascade coupling/cyclization of aromatic amines and KSCN to 2-aminobenzothiazoles without photocatalyst". supporting information. p. 1895 - 1898. Retrieved 2020/02/27.