2-Methylbenzothiazole-6-acetic acid

Base Information

• Chemical Name: 2-Methylbenzothiazole-6-acetic acid
• CAS No.: 103261-69-4
• Molecular Formula: C₁₀H₉NO₂S
• Molecular Weight: 207.253
• DSSTox Substance ID: DTXSID70443061
• Wikidata: Q82260756
• Mol file: 103261-69-4.mol

Synonyms:103261-69-4;2-METHYLBENZOTHIAZOLE-6-ACETIC ACID;2-(2-methyl-1,3-benzothiazol-6-yl)acetic acid;6-Benzothiazoleaceticacid,2-methyl-(6CI,9CI);6-Benzothiazoleaceticacid, 2-methyl-;DTXSID70443061;6-benzo[d]thiazoleacetic acid,2-methyl-;FT-0710272

Chemical Property of 2-Methylbenzothiazole-6-acetic acid

Chemical Property:

• PSA: 78.43000
• LogP: 2.23180
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

98%min ^*data from raw suppliers

2-Methylbenzothiazole-6-aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=C(C=C2)CC(=O)O

Technology Process of 2-Methylbenzothiazole-6-acetic acid

There total 9 articles about 2-Methylbenzothiazole-6-acetic acid 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: 68.0%

thioacetamide (62-55-5) + 4-amino-3-mercapto-benzeneacetic acid (30132-16-2) → 2-methylbenzothiazole-6-acetic acid (103261-69-4)

Guidance literature:

With hydrogenchloride; In ethylene glycol; at 100 ℃; for 8h;

DOI:10.1515/HC.2001.7.1.73

Reference yield:

(2-Methyl-benzothiazol-6-yl)-acetic acid methyl ester (188111-63-9) → 2-methylbenzothiazole-6-acetic acid (103261-69-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran;

DOI:10.1021/jm960723m

Reference yield:

4-aminophenylacetic acid (1197-55-3) → 2-methylbenzothiazole-6-acetic acid (103261-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / ICl / CH₂Cl₂

2: 0.51 g / 1,1'-bis(diphenylphosphino)ferrocene, CuO, tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dimethylformamide / 6 h / 60 °C

3: aq. LiOH / tetrahydrofuran

With 1,1'-bis-(diphenylphosphino)ferrocene; lithium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Iodine monochloride; copper(II) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960723m

upstream raw materials:

(2-methyl-benzothiazol-6-yl)-acetonitrile

(2-Methyl-benzothiazol-6-yl)-acetic acid methyl ester

thioacetamide

4-amino-3-mercapto-benzeneacetic acid