Benzenesulfonamide, N-[1-(3-bromophenyl)-2-propenyl]-4-methyl-

Base Information

• Chemical Name: Benzenesulfonamide, N-[1-(3-bromophenyl)-2-propenyl]-4-methyl-
• CAS No.: 824390-89-8
• Molecular Formula: C16H16BrNO2S
• Molecular Weight: 366.279
• DSSTox Substance ID: DTXSID10460712
• Mol file: 824390-89-8.mol

Synonyms:824390-89-8;Benzenesulfonamide, N-[1-(3-bromophenyl)-2-propenyl]-4-methyl-;DTXSID10460712

Chemical Property of Benzenesulfonamide, N-[1-(3-bromophenyl)-2-propenyl]-4-methyl-

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 365.00851
• Heavy Atom Count: 21
• Complexity: 438

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(C=C)C2=CC(=CC=C2)Br

Technology Process of Benzenesulfonamide, N-[1-(3-bromophenyl)-2-propenyl]-4-methyl-

There total 1 articles about Benzenesulfonamide, N-[1-(3-bromophenyl)-2-propenyl]-4-methyl- 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: 90.0%

vinylmagnesium chloride (3536-96-7) + (E)-N-(3-bromobenzylidene)-4-methylbenzenesulfonamide (863401-20-1) → 4-methyl-N-(1-(3-bromophenyl)-allyl)-benzenesulfonamide (824390-89-8)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃; for 12h;

DOI:10.1021/ol048161l

Reference yield: 70.0%

4-methyl-N-(1-(3-bromophenyl)-allyl)-benzenesulfonamide (824390-89-8) → 2-(3-bromophenyl)-1-(toluene-4-sulfonyl)-azetidine (824390-92-3)

Guidance literature:

4-methyl-N-(1-(3-bromophenyl)-allyl)-benzenesulfonamide; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 12h;

With sodium hydroxide; ethanol; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 2h;

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol048161l

Reference yield:

4-methyl-N-(1-(3-bromophenyl)-allyl)-benzenesulfonamide (824390-89-8) → 4-(3-bromophenyl)-2-phenyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydropyrimidine

Guidance literature:

Multi-step reaction with 2 steps

1.1: BH₃*DMS / tetrahydrofuran / 12 h / 20 °C

1.2: aq. NaOH; aq. H₂O₂; EtOH / tetrahydrofuran / 2 h / 20 °C

1.3: 70 percent / DIAD; PPh₃ / tetrahydrofuran / 0 - 20 °C

2.1: 49 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / 20 °C

With dimethylsulfide borane complex; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 1.3: Mitsunobu reaction;

DOI:10.1021/ol048161l

upstream raw materials:

vinylmagnesium chloride

(E)-N-(3-bromobenzylidene)-4-methylbenzenesulfonamide

Downstream raw materials:

2-(3-bromophenyl)-1-(toluene-4-sulfonyl)-azetidine