6-Ethoxy-2-mercaptobenzothiazole

Base Information

• Chemical Name: 6-Ethoxy-2-mercaptobenzothiazole
• CAS No.: 120-53-6
• Molecular Formula: C9H9 N O S2
• Molecular Weight: 211.309
• Hs Code.: 2934999090
• European Community (EC) Number: 204-405-5
• NSC Number: 503424
• DSSTox Substance ID: DTXSID2059512
• Nikkaji Number: J1.507E
• ChEMBL ID: CHEMBL568708
• Mol file: 120-53-6.mol

Synonyms:120-53-6;6-Ethoxy-2-mercaptobenzothiazole;6-Ethoxy-2-benzothiazolethiol;2(3H)-Benzothiazolethione, 6-ethoxy-;6-Ethoxybenzothiazole-2-thiol;6-Ethoxybenzo[d]thiazole-2(3H)-thione;6-Ethoxy-1,3-benzothiazole-2-thiol;USAF PD-58;6-Ethoxybenzothiazolethiol;2-Mercapto-6-ethoxybenzothiazole;2-BENZOTHIAZOLETHIOL, 6-ETHOXY-;6-ethoxy-3H-1,3-benzothiazole-2-thione;6-Ethoxy-benzothiazole-2-thiol;C9H9NOS2;EINECS 204-405-5;NSC 503424;AI3-17238;MLS003373822;CHEMBL568708;6-ethoxy-2,3-dihydro-1,3-benzothiazole-2-thione;6-Ethoxy- 2-mercaptobenzothiazole;NSC503424;SCHEMBL346596;DTXSID2059512;6-ethoxyl-2-mercaptobenzothiazole;6-ethoxy-2-mercapto-benzothiazole;C9-H9-N-O-S2;HMS1579P17;6-ethoxy-1,3-benzothiazol-2-thiol;WLN: T56 BN DSJ CSH GO2;BDBM50436622;MFCD00005782;2(3H)-Benzothiazolethione,6-ethoxy-;AKOS003398457;AKOS022429739;6-Ethoxy-2-benzothiazolethiol, Pract.;NSC-503424;PB39867;6-Ethoxy-2-mercaptobenzothiazole, 99%;6-Ethoxy-2-mercaptobenzothiazole, Pract.;AS-62938;LS-40833;SMR002048618;CS-0134773;FT-0602083;6-Ethoxy-1,3-benzothiazol-2-yl hydrosulfide #;Q-102476;F8889-9355

Chemical Property of 6-Ethoxy-2-mercaptobenzothiazole

Chemical Property:

• Vapor Pressure: 2.54E-05mmHg at 25°C
• Melting Point: 198-200 °C(lit.)
• Refractive Index: 1.5650 (estimate)
• Boiling Point: 358.5 °C at 760 mmHg
• PKA: 9.52±0.20(Predicted)
• Flash Point: 170.6 °C
• PSA: 89.16000
• Density: 1.37 g/cm³
• LogP: 2.98370
• Water Solubility.: Insoluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.01255626
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

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

6-Ethoxy-2-mercaptobenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37:Irritating to eyes and respiratory system.
• Hazard Codes: Xn
• Statements: 36/37-36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC2=C(C=C1)NC(=S)S2
• Uses: 6-Ethoxy-2-mercaptobenzothiazole is used as a reagent in the preparation of nitrothiazolythio benzothiazoles as carbon-junction N-terminal kinase inhibitors. It is used in the synthesis of active pharmaceutical ingredients. Further, it serves as a matrix-assisted laser desorption mass spectrometry for bio molecules mass determination.

Technology Process of 6-Ethoxy-2-mercaptobenzothiazole

There total 14 articles about 6-Ethoxy-2-mercaptobenzothiazole 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: 94.0%

potassium isopropylxanthate (140-92-1) + 2-chloro-4-ethoxyaniline (178452-11-4) → 6-ethoxy-2-mercaptobenzothiazole (120-53-6)

Guidance literature:

In N,N-dimethyl acetamide; at 150 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1080/00397911.2020.1761984

Reference yield: 80.0%

6-ethoxybenzothiazole (1247348-77-1) → 6-ethoxy-2-mercaptobenzothiazole (120-53-6)

Guidance literature:

With 1.3-propanedithiol; dimethyl sulfoxide; potassium hydroxide; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.3762/bjoc.15.24

Reference yield: 63.0%

2-chloro-6-ethoxybenzo[d]thiazole (79071-17-3) → 6-ethoxy-2-mercaptobenzothiazole (120-53-6)

Guidance literature:

With thiourea; In ethanol; for 3h; Reflux;

DOI:10.1016/j.bmc.2009.05.039

upstream raw materials:

carbon disulfide

4-Ethoxyaniline

formaldehyd

N,N'-bis-(4-ethoxy-phenyl)-thiourea

Downstream raw materials:

2-amino-5-ethoxybenzenethiol

3-[N-(2,6-dimethyl-phenyl)-formimidoyl]-6-ethoxy-3H-benzothiazole-2-thione

6-ethoxy-2-methylsulfanyl-benzothiazole

2-cyclohex-2-enylsulfanyl-6-ethoxy-benzothiazole

Refernces

• 1、 Xiao, Yan,Jing, Bing,Liu, Xiaoxia,Xue, Hongyu,Liu, Yajun. "Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source". supporting information. p. 279 - 284. Retrieved 2019/02/20.
• 2、 Cressier, Damien,Prouillac, Caroline,Hernandez, Pierre,Amourette, Christine,Diserbo, Michel,Lion, Claude,Rima, Ghassoub. "Synthesis, antioxidant properties and radioprotective effects of new benzothiazoles and thiadiazoles". experimental part. p. 5275 - 5284. Retrieved 2009/12/04.