Benzoic acid, 4-[[(4-methylphenyl)sulfonyl]azo]-, ethyl ester

Base Information

• Chemical Name: Benzoic acid, 4-[[(4-methylphenyl)sulfonyl]azo]-, ethyl ester
• CAS No.: 105230-46-4
• Molecular Formula: C16H16N2O4S
• Molecular Weight: 332.38
• Mol file: 105230-46-4.mol

Synonyms:

Chemical Property of Benzoic acid, 4-[[(4-methylphenyl)sulfonyl]azo]-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 4-[[(4-methylphenyl)sulfonyl]azo]-, ethyl ester

There total 4 articles about Benzoic acid, 4-[[(4-methylphenyl)sulfonyl]azo]-, ethyl ester 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: 80.0%

sodium 4-methylbenzenesulfinate (824-79-3) + p-aminoethylbenzoate (94-09-7) → 4-carbethoxyphenyl-4-tolylazo sulfone (105230-46-4)

Guidance literature:

p-aminoethylbenzoate; With tetrafluoroboric acid; sodium nitrite; In water; at 0 - 20 ℃; for 1.5h;

sodium 4-methylbenzenesulfinate; In dichloromethane; at 25 ℃;

DOI:10.1002/anie.200353241

Reference yield:

ethyl 4-[bis(trimethylsilyl)amino]benzoate (111017-08-4) → 4-carbethoxyphenyl-4-tolylazo sulfone (105230-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 139 mg / aq. HCl / diethyl ether / 20 °C

2.1: HBF₄; NaNO₂ / H₂O / cooling

2.2: 71 percent / CH₂Cl₂ / 20 °C

With hydrogenchloride; tetrafluoroboric acid; sodium nitrite; In diethyl ether; water;

DOI:10.1002/anie.200603089

Reference yield:

4-iodobenzoic acid ethyl ester (51934-41-9) → 4-carbethoxyphenyl-4-tolylazo sulfone (105230-46-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 139 mg / aq. HCl / diethyl ether / 20 °C

2.1: HBF₄; NaNO₂ / H₂O / cooling

2.2: 71 percent / CH₂Cl₂ / 20 °C

With hydrogenchloride; tetrafluoroboric acid; sodium nitrite; In diethyl ether; water;

DOI:10.1002/anie.200603089

upstream raw materials:

p-ethyl benzoate diazonium salt

toluene-4-sulfonamide

sodium 4-methylbenzenesulfinate

p-aminoethylbenzoate

Downstream raw materials:

ethyl 4-[(4-bromophenyl)amino]-benzoate

ethyl 4-[(4-cyanophenyl)amino]-benzoate

ethyl 4-(cyclopropylamino)benzoate

Refernces

• 1、 Sapountzis, Ioannis,Knochel, Paul. "A general animation method based on the addition of polyfunctional arylmagnesium reagents to functionalized arylazo tosylates". . p. 897 - 900. Retrieved 2004.