N-BENZYL(2-HYDROXYPHENYL)SULFAMATE

Base Information

• Chemical Name: N-BENZYL(2-HYDROXYPHENYL)SULFAMATE
• CAS No.: 74282-81-8
• Molecular Formula: C₁₃H₁₃NO₄S
• Molecular Weight: 279.317
• Mol file: 74282-81-8.mol

Synonyms:2-hydroxyphenyl N-benzylsulfamate

Chemical Property of N-BENZYL(2-HYDROXYPHENYL)SULFAMATE

Chemical Property:

• Boiling Point: 448.7±55.0 °C(Predicted)
• PKA: 8.18±0.30(Predicted)
• Density: 1.379±0.06 g/cm3(Predicted)

Purity/Quality:

N-BENZYL(2-HYDROXYPHENYL)SULFAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-BENZYL(2-HYDROXYPHENYL)SULFAMATE

There total 2 articles about N-BENZYL(2-HYDROXYPHENYL)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: 100.0%

1,3,2-benzdioxathiole-2,2-dioxide (4074-55-9) + benzylamine (100-46-9) → 2-hydroxyphenyl N-benzylsulfamate (74282-81-8)

Guidance literature:

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; Cooling with ice;

DOI:10.1039/b818582d

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-hydroxyphenyl N-benzylsulfamate (74282-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / sulfuryl chloride / pyridine; hexane / 1.)0 deg C, overnight; 2.) roomtemp., 6 h

2: 98 percent / CH₂Cl₂ / 2.5 h / 0 °C

With sulfuryl dichloride; In pyridine; hexane; dichloromethane;

DOI:10.1021/jo01314a033

Reference yield: 99.0%

2-hydroxyphenyl N-benzylsulfamate (74282-81-8) → Potassium Benzylsulfamate (74282-86-3)

Guidance literature:

With potassium hydroxide; In water; at 100 ℃; for 1h;

DOI:10.1021/jo01314a033

upstream raw materials:

1,3,2-benzdioxathiole-2,2-dioxide

benzylamine

benzene-1,2-diol

Downstream raw materials:

Potassium Benzylsulfamate

N-Benzyl-N'-cyclohexylsulfamide

N'-Benzyl-N,N-diethylsulfamide

N-Benzyl-N'-phenylsulfamide

Refernces

• 1、 Chen, Jia-Rong,Fu, Liang,Zou, You-Quan,Chang, Ning-Jie,Rong, Jian,Xiao, Wen-Jing. "Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes". supporting information; experimental part. p. 5280 - 5287. Retrieved 2011/08/07.
• 2、 Frezza, Marine,Soulere, Laurent,Reverchon, Sylvie,Guiliani, Nicolas,Jerez, Carlos,Queneau, Yves,Doutheau, Alain. "Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator". . p. 3550 - 3556. Retrieved 2008/12/20.