1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone

Base Information

• Chemical Name: 1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone
• CAS No.: 54223-20-0
• Molecular Formula: C9H6BrNOS
• Molecular Weight: 256.123
• Hs Code.: 2934200090
• European Community (EC) Number: 638-910-0
• DSSTox Substance ID: DTXSID80379928
• Nikkaji Number: J1.629.750J
• Mol file: 54223-20-0.mol

Synonyms:54223-20-0;1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone;1-(Benzo[d]thiazol-2-yl)-2-bromoethanone;1-(1,3-benzothiazol-2-yl)-2-bromoethanone;2-(Bromoacetyl)benzothiazole;1-(1,3-BENZOTHIAZOL-2-YL)-2-BROMOETHAN-1-ONE;Ethanone, 1-(2-benzothiazolyl)-2-bromo-;2-(Bromoacetyl)-1,3-benzothiazole;1-Benzothiazol-2-yl-2-bromo-ethanone;1-(1,3-benzothiazol-2-yl)-2-bromo-ethanone;SCHEMBL2097484;DTXSID80379928;AYWGYNKWZWBMSV-UHFFFAOYSA-N;BBL103069;MFCD03659698;STL556879;AKOS015866670;UPCMLD0ENAT5369167:001;1-benzo[d]thiazol-2-yl-2-bromoethanone;2-(2-Bromoethanoyl)-1,3-benzothiazole;AM804023;A7885;CS-0207392;FT-0605460;J-502835;Z90120417

Chemical Property of 1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone

Chemical Property:

• Vapor Pressure: 5.28E-05mmHg at 25°C
• Melting Point: 86-87 oC
• Refractive Index: 1.699
• Boiling Point: 347.7°Cat760mmHg
• PKA: -1.60±0.10(Predicted)
• Flash Point: 164.1°C
• PSA: 58.20000
• Density: 1.696g/cm³
• LogP: 2.87390
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 254.93535
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

1-(Benzo[d]thiazol-2-yl)-2-bromoethanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 36/37/38-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)C(=O)CBr

Technology Process of 1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone

There total 5 articles about 1-(1,3-Benzothiazol-2-yl)-2-bromo-1-ethanone 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: 78.0%

2-acetylbenzothiazole (1629-78-3) → 1-(benzo[d]thiazol-2-yl)-2-bromoethanone (54223-20-0)

Guidance literature:

With copper(ll) bromide; In ethyl acetate; for 24h; Heating;

DOI:10.1016/j.tetasy.2008.07.030

Reference yield: 27.0%

1,3-Benzothiazole (95-16-9) + bromoacetic acid methyl ester (96-32-2) → 1-(benzo[d]thiazol-2-yl)-2-bromoethanone (54223-20-0)

Guidance literature:

1,3-Benzothiazole; With n-butyllithium; In hexanes; diethyl ether; at -78 ℃; for 0.25h;

bromoacetic acid methyl ester; In hexanes; diethyl ether; at -78 ℃; for 0.25h;

Reference yield:

2-(trimethylsilyl)benzothiazole (32137-73-8) + 2-Bromoacetyl bromide (598-21-0) → 1-(benzo[d]thiazol-2-yl)-2-bromoethanone (54223-20-0)

Guidance literature:

In dichloromethane; for 3h;

upstream raw materials:

2-acetylbenzothiazole

2-(1-hydroxyethyl)-1,3-benzothiazole

2-amino-benzenethiol

2-(trimethylsilyl)benzothiazole

Downstream raw materials:

2-amino-1-benzothiazol-2-yl-ethanone

[4-(benzothiazol-2-yl)thiazol-2-yl]acetonitrile

(4-Benzothiazol-2-yl-thiazol-2-yl)-(phenyl-hydrazono)-acetonitrile

4-(2'-benzothiazolyl)-1-phenylimidazole

Refernces

• 1、 Salem, Mostafa E.,Darweesh, Ahmed F.,Elwahy, Ahmed H. M.. "Synthesis of novel scaffolds based on thiazole or triazolothiadiazine linked to benzofuran or benzo[d]thiazole moieties as new hybrid molecules". . p. 256 - 270. Retrieved 2019/12/03.
• 2、 -. "A benzothiazole - triazole - isatin compound and its synthesis and use (by machine translation)". Paragraph 0024; 0028. . Retrieved 2018/09/08.