5-(4-Bromophenyl)isothiazole

Base Information

• Chemical Name: 5-(4-Bromophenyl)isothiazole
• CAS No.: 49602-97-3
• Molecular Formula: C9H6BrNS
• Molecular Weight: 240.12000
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID401309108
• Mol file: 49602-97-3.mol

Synonyms:5-(4-bromophenyl)isothiazole;49602-97-3;5-(4-bromophenyl)-1,2-thiazole;5-(4-BROMOPHENYL) ISOTHIAZOLE;5-(4-Bromo-phenyl)-isothiazole;DTXSID401309108;284680-72-4;AM807638;BS-48265;CS-0188335;FT-0732144;E75726;A913993;1,3-Benzenedicarbonyl dichloride,5-(4-bromophenoxy;InChI=1/C9H6BrNS/c10-8-3-1-7(2-4-8)9-5-6-11-12-9/h1-6

Chemical Property of 5-(4-Bromophenyl)isothiazole

Chemical Property:

• PSA: 41.13000
• LogP: 3.57260
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.94043
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=NS2)Br

Technology Process of 5-(4-Bromophenyl)isothiazole

There total 4 articles about 5-(4-Bromophenyl)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: 61.0%

(E)-1-(4-Bromo-phenyl)-3-dimethylamino-propenethione (31639-14-2) → 5-(4-Bromophenyl)-1,2-thiazol (49602-97-3)

Guidance literature:

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

DOI:10.1021/jo01312a011

Reference yield:

para-bromoacetophenone (99-90-1) → 5-(4-Bromophenyl)-1,2-thiazol (49602-97-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / 20 h / Heating

2: 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

3: 73 percent / Sodium sulfide nonahydrate / dimethylformamide; H₂O / 2 h / Ambient temperature

4: 61 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:

1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (73387-60-7) → 5-(4-Bromophenyl)-1,2-thiazol (49602-97-3)

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

3: 61 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

upstream raw materials:

(E)-1-(4-Bromo-phenyl)-3-dimethylamino-propenethione

para-bromoacetophenone

3-(4-Bromphenyl)-3-chlor-1-dimethylimmoniumpropen-⁽²⁾

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

Downstream raw materials:

5-(4-Bromo-phenyl)-1,1-dioxo-1,2-dihydro-1λ⁶-isothiazol-3-one