2,6-Dihydroxybenzothiazole

Base Information

• Chemical Name: 2,6-Dihydroxybenzothiazole
• CAS No.: 80567-65-3
• Molecular Formula: C7H5NO2S
• Molecular Weight: 167.18500
• DSSTox Substance ID: DTXSID20467479
• Nikkaji Number: J2.367.726A
• Wikidata: Q82294440
• Mol file: 80567-65-3.mol

Synonyms:80567-65-3;2,6-Dihydroxybenzothiazole;6-hydroxybenzo[d]thiazol-2(3h)-one;6-Hydroxybenzothiazol-2(3H)-one;6-HYDROXY-3H-1,3-BENZOTHIAZOL-2-ONE;Benzo[d]thiazole-2,6-diol;1,3-Benzothiazole-2,6-diol;SCHEMBL1848968;DTXSID20467479;AC8237;MFCD25967381;SY261696;CS-0455862;A922644

Chemical Property of 2,6-Dihydroxybenzothiazole

Chemical Property:

• PSA: 81.59000
• LogP: 1.70750
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.00409958
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

6-Hydroxybenzo[d]thiazol-2(3H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)SC(=O)N2

Technology Process of 2,6-Dihydroxybenzothiazole

There total 4 articles about 2,6-Dihydroxybenzothiazole 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%

6-methoxybenzo[d]thiazol-2(3H)-one (40925-65-3) → 6-hydroxy-3H-benzothiazol-2-one (80567-65-3)

Guidance literature:

With hydrogen bromide; for 1h; Heating;

DOI:10.1021/jm00385a011

Reference yield:

6-methoxybenzothiazol-2-ylamine (1747-60-0) → 6-hydroxy-3H-benzothiazol-2-one (80567-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 39 percent / aq. NaNO₂, conc. HCl, HCOOH, AcOH / 1.) -10 deg C, 2.) reflux, 24 h

2: 95 percent / aq. HBr / 1 h / Heating

With hydrogenchloride; formic acid; hydrogen bromide; acetic acid; sodium nitrite;

DOI:10.1021/jm00385a011

Reference yield:

2-chloro-6-(methyloxy)-1,3-benzothiazole (2605-14-3) → 6-hydroxy-3H-benzothiazol-2-one (80567-65-3)

Guidance literature:

With hydrogen bromide;

upstream raw materials:

2-chloro-6-(methyloxy)-1,3-benzothiazole

2-chloro-6-ethoxybenzo[d]thiazole

6-methoxybenzo[d]thiazol-2(3H)-one

6-methoxybenzothiazol-2-ylamine

Downstream raw materials:

6-acetoxy-3H-benzothiazol-2-one

N-cyclohexyl-N-methyl-4-[(2,3-dihydro-2-oxo-2H-1,3-benzothiazol-6-yl)oxy]butyramide