2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate

Base Information

• Chemical Name: 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate
• CAS No.: 1331740-70-5
• Molecular Formula: C₁₈H₁₆BrN₅O₃S
• Molecular Weight: 462.327
• Mol file: 1331740-70-5.mol

Synonyms:2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate

Chemical Property of 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate

There total 7 articles about 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate 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: 67.0%

4-(3-(3-bromo-4-hydroxyphenyl)-1-(1H-1,2,4-triazol-1-yl)propyl)benzonitrile (1331740-69-2) → 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate (1331740-70-5)

Guidance literature:

With sulphamoyl chloride; In N,N-dimethyl acetamide; at 20 ℃; Cooling with ice;

DOI:10.1002/cmdc.201100145

Reference yield:

2-(3-bromo-4-(triisopropylsilyloxy)phenyl)ethanol (1331740-66-9) → 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate (1331740-70-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole; bromine; triphenylphosphine / diethyl ether; acetonitrile / 3 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: -78 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

4.1: sulphamoyl chloride / N,N-dimethyl acetamide / 20 °C / Cooling with ice

With 1H-imidazole; n-butyllithium; sulphamoyl chloride; tetrabutyl ammonium fluoride; bromine; triphenylphosphine; In tetrahydrofuran; diethyl ether; N,N-dimethyl acetamide; acetonitrile;

DOI:10.1002/cmdc.201100145

Reference yield:

methyl 2-(3-bromo-4-(triisopropylsilyloxy)phenyl)acetate (1331740-65-8) → 2-bromo-4-(3-(4-cyanophenyl)-2-(1H-1,2,4-triazol-1-yl)propyl)phenyl sulfamate (1331740-70-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium borohydride; Trimethyl borate / diethyl ether / 48 h / 20 °C

2.1: 1H-imidazole; bromine; triphenylphosphine / diethyl ether; acetonitrile / 3 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

3.2: -78 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

5.1: sulphamoyl chloride / N,N-dimethyl acetamide / 20 °C / Cooling with ice

With 1H-imidazole; lithium borohydride; n-butyllithium; Trimethyl borate; sulphamoyl chloride; tetrabutyl ammonium fluoride; bromine; triphenylphosphine; In tetrahydrofuran; diethyl ether; N,N-dimethyl acetamide; acetonitrile;

DOI:10.1002/cmdc.201100145

upstream raw materials:

methyl 2-(3-bromo-4-(triisopropylsilyloxy)phenyl)acetate

2-(3-bromo-4-(triisopropylsilyloxy)phenyl)ethanol

(2-bromo-4-(2-bromoethyl)phenoxy)triisopropylsilylane

4-(3-(3-bromo-4-(triisopropylsilyloxy)phenyl)-1-(1H-1,2,4-triazol-1-yl)-propyl)benzonitrile

Refernces