Ethyl 5-chloro-2-oxo-2H-benzothiazole-3-acetate

Base Information

• Chemical Name: Ethyl 5-chloro-2-oxo-2H-benzothiazole-3-acetate
• CAS No.: 85750-08-9
• Molecular Formula: C11H10 Cl N O3 S
• Molecular Weight: 271.724
• Hs Code.: 2934999090
• European Community (EC) Number: 288-533-7
• DSSTox Substance ID: DTXSID10235043
• Nikkaji Number: J310.850C
• Wikidata: Q83116890
• Mol file: 85750-08-9.mol

Synonyms:85750-08-9;Ethyl 5-chloro-2-oxo-2H-benzothiazole-3-acetate;EINECS 288-533-7;Ethyl 2-(5-chloro-2-oxobenzo[d]thiazol-3(2H)-yl)acetate;3(2H)-Benzothiazoleaceticacid, 5-chloro-2-oxo-, ethyl ester;ethyl 2-(5-chloro-2-oxo-1,3-benzothiazol-3-yl)acetate;ethyl 5-chloro-2-oxo-2h-benzo[d]thiazole-3-acetate;SCHEMBL11737352;DTXSID10235043;OYYYOYUUAGTANC-UHFFFAOYSA-N;NS00065775;G71009

Chemical Property of Ethyl 5-chloro-2-oxo-2H-benzothiazole-3-acetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 426.675°C at 760 mmHg
• Flash Point: 211.846°C
• PSA: 76.54000
• Density: 1.418g/cm³
• LogP: 2.27950
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.0069920
• Heavy Atom Count: 17
• Complexity: 326

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CN1C2=C(C=CC(=C2)Cl)SC1=O

Technology Process of Ethyl 5-chloro-2-oxo-2H-benzothiazole-3-acetate

There total 3 articles about Ethyl 5-chloro-2-oxo-2H-benzothiazole-3-acetate 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: 95.0%

5-chloro-1,3-benzothiazol-2(3H)-one (20600-44-6) + ethyl bromoacetate (105-36-2) → ethyl (5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)acetate (85750-08-9)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Heating;

Reference yield:

5-chloro-1,3-benzothiazole-2(3H)-thione (5331-91-9) → ethyl (5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)acetate (85750-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / 1.)5percent NaClO/50percent aq. NaOH, 2.)conc. aq. HCl / 1.)80-90 deg C, 1 h, 2.)95-100 deg C, 1.5 h

2: 95 percent / K₂CO₃ / acetone / 4 h / Heating

With hydrogenchloride; sodium hydroxide; sodium hypochlorite; potassium carbonate; In acetone;

Reference yield:

→ ethyl (5-chloro-2-oxo-1,3-benzothiazol-3(2H)-yl)acetate (85750-08-9)

Guidance literature:

entspr.Benzthiazolon,Alkyl.;

upstream raw materials:

5-chloro-1,3-benzothiazol-2(3H)-one

ethyl bromoacetate

5-chloro-1,3-benzothiazole-2(3H)-thione

Downstream raw materials:

5-chloro-3-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1,3-benzothiazol-2(3H)-one

2-(5-Chloro-2-oxo-benzothiazol-3-yl)-N-(3-trifluoromethyl-phenyl)-acetamide

2-(5-chloro-2-oxo-2,3-dihydro-1,3-benzothiazol-3-yl)acetic acid

Refernces

• 1、 McAtee, John J.,Dodson, Jason W.,Dowdell, Sarah E.,Girard, Gerald R.,Goodman, Krista B.,Hilfiker, Mark A.,Sehon, Clark A.,Sha, Deyou,Wang, Gren Z.,Wang, Ning,Viet, Andrew Q.,Zhang, Daohua,Aiyar, Nambi V.,Behm, David J.,Carballo, Luz H.,Evans, Christopher A.,Fries, Harvey E.,Nagilla, Rakesh,Roethke, Theresa J.,Xu, Xiaoping,Yuan, Catherine C.K.,Douglas, Stephen A.,Neeb, Michael J.. "Development of potent and selective small-molecule human Urotensin-II antagonists". scheme or table. p. 3500 - 3503. Retrieved 2009/04/16.
• 2、 -. "Use of benzothiazoline compounds as plant growth regulants". . . Retrieved 2008/06/13.