2-(2-Oxo-1,3-benzothiazol-3-yl)ethyl acetate

Base Information

• Chemical Name: 2-(2-Oxo-1,3-benzothiazol-3-yl)ethyl acetate
• CAS No.: 22258-67-9
• Molecular Formula: C₁₁H₁₁NO₃S
• Molecular Weight: 237.279
• NSC Number: 122796
• DSSTox Substance ID: DTXSID80298382
• Wikidata: Q82040167
• Mol file: 22258-67-9.mol

Synonyms:22258-67-9;2-(2-oxo-1,3-benzothiazol-3-yl)ethyl acetate;NSC122796;SCHEMBL10652650;DTXSID80298382;NSC-122796

Chemical Property of 2-(2-Oxo-1,3-benzothiazol-3-yl)ethyl acetate

Chemical Property:

• Vapor Pressure: 2.65E-06mmHg at 25°C
• Boiling Point: 390.4°Cat760mmHg
• Flash Point: 189.9°C
• Density: 1.32g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 237.04596439
• Heavy Atom Count: 16
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCCN1C2=CC=CC=C2SC1=O

Technology Process of 2-(2-Oxo-1,3-benzothiazol-3-yl)ethyl acetate

There total 4 articles about 2-(2-Oxo-1,3-benzothiazol-3-yl)ethyl 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: 84.0%

2(3H)-Benzothiazolone (934-34-9) + bromoethyl acetate (927-68-4) → <2-(2-oxo-3-benzothiazolin-3-yl)ethyl> ester of acetic acid (22258-67-9)

Guidance literature:

With potassium hydroxide; In water; N,N-dimethyl-formamide; 1.) 90 deg C - 100 deg C, 2 d; 2.) 25 deg C - 30 deg C, 1 d.;

Reference yield: 84.0%

3-(β-hydroxyethyl)benzothiazolin-2-one (21344-50-3) + acetic acid (64-19-7,77671-22-8) → <2-(2-oxo-3-benzothiazolin-3-yl)ethyl> ester of acetic acid (22258-67-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; 1.) reflux, 6 h; 2.) 25 deg C - 30 deg C, 18 h.;

Reference yield:

2(3H)-Benzothiazolone (934-34-9) → <2-(2-oxo-3-benzothiazolin-3-yl)ethyl> ester of acetic acid (22258-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / 85percent KOH / H₂O / 1.) 90 deg C - 100 deg C, 24 h; 2.) 25 deg C - 30 deg C, 18 h.

2: 84 percent / p-toluenesulfonic acid / toluene / 1.) reflux, 6 h; 2.) 25 deg C - 30 deg C, 18 h.

With potassium hydroxide; toluene-4-sulfonic acid; In water; toluene;

upstream raw materials:

3-(β-hydroxyethyl)benzothiazolin-2-one

acetic anhydride

2(3H)-Benzothiazolone

bromoethyl acetate