Benzenesulfonyl chloride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]-

Base Information

• Chemical Name: Benzenesulfonyl chloride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]-
• CAS No.: 138219-55-3
• Molecular Formula: C17H15ClN2O3S
• Molecular Weight: 362.837
• DSSTox Substance ID: DTXSID50436799
• Mol file: 138219-55-3.mol

Synonyms:138219-55-3;Benzenesulfonyl chloride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]-;SCHEMBL6014360;DTXSID50436799;4-[5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl]benzenesulfonyl chloride;EN300-27119210;4-{5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl}benzene-1-sulfonyl chloride

Chemical Property of Benzenesulfonyl chloride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]-

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 362.0491912
• Heavy Atom Count: 24
• Complexity: 506

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C2=CN=C(O2)C3=CC=C(C=C3)S(=O)(=O)Cl

Technology Process of Benzenesulfonyl chloride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]-

There total 7 articles about Benzenesulfonyl chloride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]- 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: 81.0%

dapoxyl sodium sulfonate → dapoxylsulfonyl chloride (138219-55-3)

Guidance literature:

With trichlorophosphate; for 1h; Heating;

DOI:10.1111/j.1751-1097.1997.tb03168.x

Reference yield:

2-amino-4'-dimethylaminoacetophenone hydrochloride (102742-20-1) → dapoxylsulfonyl chloride (138219-55-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 92 percent / conc. H₂SO₄ / 24 h

3: 86 percent / 10percent aq. NaOH / 2 h / Heating

4: 81 percent / POCl₃ / 1 h / Heating

With pyridine; sodium hydroxide; sulfuric acid; trichlorophosphate; In dichloromethane;

DOI:10.1111/j.1751-1097.1997.tb03168.x

Reference yield:

4-fluorosulfonylbenzoyl chloride (402-55-1) → dapoxylsulfonyl chloride (138219-55-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 92 percent / conc. H₂SO₄ / 24 h

3: 86 percent / 10percent aq. NaOH / 2 h / Heating

4: 81 percent / POCl₃ / 1 h / Heating

With pyridine; sodium hydroxide; sulfuric acid; trichlorophosphate; In dichloromethane;

DOI:10.1111/j.1751-1097.1997.tb03168.x

upstream raw materials:

4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl chloride

2-amino-4'-dimethylaminoacetophenone hydrochloride

4-(5-dimethylaminophenyl-2-oxazolyl)benzenesulfonyl fluoride

4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl fluoride

Downstream raw materials:

3-{4-[5-(4-Dimethylamino-phenyl)-oxazol-2-yl]-benzenesulfonylamino}-propionic acid

dapoxil 3-sulfonamidopropionic acid succinimidyl ester

tert-butyl 4-(5-{[(4-{5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl}phenyl)sulfonyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate

5-N,6-S-[N'-(4-dapoxylsulfonylamino)butyliminomethylidene]-6-thionojirimycin

Refernces

• 1、 Fedyunyaeva, I. A.,Shershukov, V. M.. "4-(5-ARYL-2-OXAZOLYL)BENZENESULFONIC ACID DERIVATIVES CONTAINING A DIMETHYLAMINO GROUP". . p. 204 - 207. Retrieved 2007/10/02.