2-Methoxybenzothiazole

Base Information

• Chemical Name: 2-Methoxybenzothiazole
• CAS No.: 63321-86-8
• Molecular Formula: C8H7 N O S
• Molecular Weight: 165.21228
• European Community (EC) Number: 806-279-2
• NSC Number: 81224
• DSSTox Substance ID: DTXSID00212707
• Nikkaji Number: J1.178.558A
• Wikidata: Q83087882
• Mol file: 63321-86-8.mol

Synonyms:2-Methoxybenzothiazole;63321-86-8;2-methoxy-1,3-benzothiazole;Benzothiazole, 2-methoxy-;2-Methoxybenzo[d]thiazole;methoxybenzothiazole;NSC81224;2-Methoxybenzothiazole, 97%;SCHEMBL347497;DTXSID00212707;NSC 81224;NSC-81224;AKOS024323141;BS-29233;CS-0205997;FT-0735224;InChI=1/C8H7NOS/c1-10-8-9-6-4-2-3-5-7(6)11-8/h2-5H,1H

Chemical Property of 2-Methoxybenzothiazole

Chemical Property:

• Vapor Pressure: 0.0377mmHg at 25°C
• Melting Point: 34-38°C
• Boiling Point: 248.7°C at 760 mmHg
• PKA: 2.11±0.10(Predicted)
• Flash Point: 104.2°C
• PSA: 50.36000
• Density: 1.268g/cm³
• LogP: 2.30490
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.02483502
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxybenzothiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=NC2=CC=CC=C2S1

Technology Process of 2-Methoxybenzothiazole

There total 15 articles about 2-Methoxybenzothiazole 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: 98.9%

2-chlorobenzo[d][1,3]thiazole (615-20-3) → 2-methoxybenzothiazole (63321-86-8)

Guidance literature:

With sodium hydroxide; In methanol; toluene;

Reference yield: 90.0%

methyl chloroformate (79-22-1) + 2-amino-benzenethiol (137-07-5) → 2-methoxybenzothiazole (63321-86-8)

Guidance literature:

In neat (no solvent); for 45h; Time; Green chemistry;

DOI:10.5012/bkcs.2013.34.9.2819

Reference yield: 90.0%

methanol (67-56-1) + (benzothiazole-2-sulfonyl)-acetic acid ethyl ester (24045-02-1) → 2-methoxybenzothiazole (63321-86-8)

Guidance literature:

With water; sodium hydroxide; at 20 ℃; for 15h;

DOI:10.1055/s-0029-1219185

upstream raw materials:

2-chlorobenzo[d][1,3]thiazole

2-methanesulfonylbenzothiazole

sodium methylate

methyl N-phenylthiocarbamate

Downstream raw materials:

2-ethoxy-1,3-benzothiazole

2-methoxy-6-nitrobenzo[d]thiazole

3-(2-oxo-2-phenyl-ethyl)-3H-benzothiazol-2-one

3-(4-nitrobenzyl)benzo[d]thiazol-2(3H)-one

Refernces

Reaction of Benzoxa(thia)zoles with Allenylmagnesium Bromide: Synthesis of Propargylbenzothiazolines and Dipropargylalkyl-o-aminophenols

10.1055/s-1986-31727

The research focuses on the reaction of benzoxa(thia)zoles with allenylmagnesium bromide, aiming to synthesize propargylbenzothiazolines and dipropargylalkyl-o-aminophenols. The study explores the reactivity of these heterocycles with organometallic reagents, specifically the allenyl(propargyl) Grignard reagent, which is expected to behave as an allylic Grignard due to its ambident nature. The researchers found that benzoxazoles could be readily converted to dipropargylalkyl-o-aminophenols, while benzothiazoles reacted to form propargylbenzothiazolines and, in one case, a 2-allenylbenzothiazole. The reactions were proposed to proceed via an S_N2' mechanism, with the formation of intermediate benzoxa(thia)zoline, which could then lead to ring-opened products or further react with the Grignard reagent. Key chemicals used in the process include benzoxazoles (2a-e), benzothiazole (4a), allenylmagnesium bromide (1), and 2-methoxybenzothiazole (8). The study concludes with the successful synthesis of these novel compounds, which could be used for the synthesis of tricyclic dienes and phenols fused with S-membered rings.