6-Methoxy-2(3H)-benzothiazolone

Base Information

• Chemical Name: 6-Methoxy-2(3H)-benzothiazolone
• CAS No.: 40925-65-3
• Molecular Formula: C₈H₇NO₂S
• Molecular Weight: 181.215
• Hs Code.: 29342000
• ChEMBL ID: CHEMBL103878
• DSSTox Substance ID: DTXSID60548276
• Nikkaji Number: J3.064.564B
• Wikidata: Q82426924
• Mol file: 40925-65-3.mol

Synonyms:6-Methoxy-2(3H)-benzothiazolone;40925-65-3;6-Methoxybenzo[d]thiazol-2(3H)-one;6-methoxy-3H-1,3-benzothiazol-2-one;2-Hydroxy-6-methoxybenzothiazole;6-methoxy-2,3-dihydro-1,3-benzothiazol-2-one;CHEMBL103878;6-methoxy-1,3-benzothiazol-2(3H)-one;6-methoxybenzthiazol-2-one;SCHEMBL1848088;AMY1725;DTXSID60548276;NMPYQLRSABFZAG-UHFFFAOYSA-N;BDBM50226552;MFCD09743851;AKOS006290973;AKOS024016453;FS-2756;2-hydroxy-6-methoxybenzothiazole, AldrichCPR;CS-0062005;A825347

Chemical Property of 6-Methoxy-2(3H)-benzothiazolone

Chemical Property:

• Melting Point: 163-164 °C
• Refractive Index: 1.624
• PKA: 10.06±0.20(Predicted)
• PSA: 70.33000
• Density: 1.346 g/cm³
• LogP: 1.59820
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 181.01974964
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-6-methoxybenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)S2

Technology Process of 6-Methoxy-2(3H)-benzothiazolone

There total 7 articles about 6-Methoxy-2(3H)-benzothiazolone 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: 93.0%

carbon oxide sulfide (463-58-1) + bis(2-amino-5-methoxyphenyl)disulfide (7732-36-7) → 6-methoxybenzo[d]thiazol-2(3H)-one (40925-65-3)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 25 ℃; for 1.5h; under 3750.38 Torr;

DOI:10.1002/ejoc.201801393

Reference yield: 90.0%

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

Guidance literature:

With sodium hydrogen sulfide; In 1-methyl-pyrrolidin-2-one; at 70 ℃; for 24h; under 22502.3 Torr;

Reference yield: 76.0%

ethyl (2-iodo-4-methoxyphenyl)carbamate (582319-21-9) → 6-methoxybenzo[d]thiazol-2(3H)-one (40925-65-3)

Guidance literature:

ethyl (2-iodo-4-methoxyphenyl)carbamate; With copper(l) iodide; sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

With acetic acid; In N,N-dimethyl-formamide; at 130 ℃; for 36h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.03.006

upstream raw materials:

6-methoxybenzo[d]thiazole-2(3H)-thione

6-methoxybenzothiazol-2-ylamine

1,1'-carbonyldiimidazole

2-amino-5-methoxy-thiophenol

Downstream raw materials:

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

6-hydroxy-3H-benzothiazol-2-one