5-(4-Methoxyphenyl)isothiazole

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)isothiazole
• CAS No.: 10514-28-0
• Molecular Formula: C10H9 N O S
• Molecular Weight: 191.2496
• Hs Code.: 2934999090
• NSC Number: 111911
• DSSTox Substance ID: DTXSID70296832
• Wikidata: Q82037617
• Mol file: 10514-28-0.mol

Synonyms:5-(4-methoxyphenyl)isothiazole;10514-28-0;5-(4-methoxyphenyl)-1,2-thiazole;NSC111911;DTXSID70296832;5-(4-Methoxy-phenyl)-isothiazole;NSC-111911;AM807350;FT-0749322;A849158;5-(4-Methoxyphenyl)isothiazole

Chemical Property of 5-(4-Methoxyphenyl)isothiazole

Chemical Property:

• Vapor Pressure: 0.0409mmHg at 25°C
• Boiling Point: 247.2°C at 760 mmHg
• Flash Point: 103.3°C
• PSA: 50.36000
• Density: 1.184g/cm³
• LogP: 2.81870
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.04048508
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(4-Methoxyphenyl)isothiazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=NS2

Technology Process of 5-(4-Methoxyphenyl)isothiazole

There total 4 articles about 5-(4-Methoxyphenyl)isothiazole 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: 65.0%

3-Dimethylamino-1-<4-methoxy-phenyl>-propen-(2)-thion-(1) (40185-70-4) → 5-(4-methoxy-phenyl)-isothiazole (10514-28-0)

Guidance literature:

With pyridine; hydroxylamine-O-sulfonic acid; In methanol; ethanol; for 0.5h; Ambient temperature;

DOI:10.1021/jo01312a011

Reference yield:

3-(dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one (18096-70-3) → 5-(4-methoxy-phenyl)-isothiazole (10514-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Phosphorus oxychloride, 2.) Sodium perchlorate monohydrate / 1.) anhydr. Dichloromethane, room temp., 20 min; 0 deg C, 10 min, 2.) Dichloromethane/water, 0 deg C, 20 min

2: 60 percent / Sodium sulfide nonahydrate / dimethylformamide; H₂O / 2 h / Ambient temperature

3: 65 percent / Pyridine, Hydroxylamine-O-sulfonic acid / ethanol; methanol / 0.5 h / Ambient temperature

With pyridine; sodium sulfide; sodium perchlorate; hydroxylamine-O-sulfonic acid; trichlorophosphate; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo01312a011

Reference yield:

<3-chloro-3-(4-methoxyphenyl)-2-propen-1-yliden> dimethyliminium perchlorate (39812-29-8) → 5-(4-methoxy-phenyl)-isothiazole (10514-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Sodium sulfide nonahydrate / dimethylformamide; H₂O / 2 h / Ambient temperature

2: 65 percent / Pyridine, Hydroxylamine-O-sulfonic acid / ethanol; methanol / 0.5 h / Ambient temperature

With pyridine; sodium sulfide; hydroxylamine-O-sulfonic acid; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo01312a011

upstream raw materials:

3-Dimethylamino-1-<4-methoxy-phenyl>-propen-(2)-thion-(1)

3-(dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one

<3-chloro-3-(4-methoxyphenyl)-2-propen-1-yliden> dimethyliminium perchlorate

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

2-hydroxy-5-isothiazol-5-yl-benzoic acid

4-isothiazol-5-yl-phenol

Refernces