4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine

Base Information

• Chemical Name: 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine
• CAS No.: 908131-35-1
• Molecular Formula: C₁₈H₁₉ClN₂O₂S
• Molecular Weight: 362.88
• Mol file: 908131-35-1.mol

Synonyms:4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine

Chemical Property of 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine

There total 4 articles about 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine 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: 72.0%

2-(4-chlorophenyl)-1-(4-toluenesulfonyl)azetidine (908131-28-2) + acetonitrile (75-05-8,26809-02-9) → 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine (908131-35-1)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); at 80 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1016/j.tetlet.2008.12.035

Reference yield:

N-[1-(4-chloro-phenyl)-3-hydroxy-propyl]-4-methyl-benzenesulfonamide (908131-24-8) → 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine (908131-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TsCl; KOH / tetrahydrofuran / 0.5 h / Heating

2: 71 percent / Zn(OTf)2 / 3 h / 80 °C

With potassium hydroxide; p-toluenesulfonyl chloride; zinc trifluoromethanesulfonate; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2006.05.058

Reference yield:

3-(4-chloro-phenyl)-3-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester (908131-19-1) → 4-(4-chloro-phenyl)-2-methyl-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrimidine (908131-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / LAH / tetrahydrofuran / 1 h / 0 - 20 °C

2: TsCl; KOH / tetrahydrofuran / 0.5 h / Heating

3: 71 percent / Zn(OTf)2 / 3 h / 80 °C

With potassium hydroxide; lithium aluminium tetrahydride; p-toluenesulfonyl chloride; zinc trifluoromethanesulfonate; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2006.05.058

upstream raw materials:

2-(4-chlorophenyl)-1-(4-toluenesulfonyl)azetidine

acetonitrile

N-[1-(4-chloro-phenyl)-3-hydroxy-propyl]-4-methyl-benzenesulfonamide

3-(4-chloro-phenyl)-3-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester

Downstream raw materials:

C₁₈H₂₁ClN₂O₃S