2-FORMYL-4-NITROPHENYL METHANESULFONATE

Base Information

• Chemical Name: 2-FORMYL-4-NITROPHENYL METHANESULFONATE
• CAS No.: 67326-25-4
• Molecular Formula: C8H7NO6S
• Molecular Weight: 245.213
• Mol file: 67326-25-4.mol

Synonyms:2-formyl-4-methylthiazole-3-oxide;2-Thiazolecarboxaldehyde,4-methyl-,3-oxide;4-METHYL-2-THIAZOLECARBOXALDEHYDE 3-OXIDE;

Chemical Property of 2-FORMYL-4-NITROPHENYL METHANESULFONATE

Chemical Property:

• Melting Point: 98 °C
• PSA: 114.64000
• LogP: 2.34970

Purity/Quality:

95+% ^*data from raw suppliers

2-Formyl-4-nitrophenylmethanesulfonate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-FORMYL-4-NITROPHENYL METHANESULFONATE

There total 2 articles about 2-FORMYL-4-NITROPHENYL METHANESULFONATE 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%

methanesulfonyl chloride (124-63-0) + 5-Nitrosalicylaldehyde (97-51-8) → 2-formyl-4-nitrophenyl methanesulfonate (67326-25-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.5b00523

Reference yield:

→ 2-formyl-4-nitrophenyl methanesulfonate (67326-25-4)

Guidance literature:

entspr.Aldehyd, RSO2Cl;

DOI:10.1016/0032-3950(78)90361-1

Reference yield:

2-formyl-4-nitrophenyl methanesulfonate (67326-25-4) → 1-(2,5-dimethoxyphenyl)-3-(2,2-dioxidobenzo[e][1,2]oxathiin-6-yl)urea

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1 h / 0 °C

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: iron; acetic acid / ethanol; water / 1 h / Reflux

3.1: tetrahydrofuran / 20 °C / Inert atmosphere

With iron; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; water;

DOI:10.1002/cmdc.202100725

upstream raw materials:

methanesulfonyl chloride

5-Nitrosalicylaldehyde

Refernces

• 1、 Angeli, Andrea,Arifuddin, Mohammed,Singh, Priti,Supuran, Claudiu T.,Swain, Baijayantimala. "New coumarin/sulfocoumarin linked phenylacrylamides as selective transmembrane carbonic anhydrase inhibitors: Synthesis and in-vitro biological evaluation". . . Retrieved 2020/07/03.
• 2、 Grandane, Aiga,Tanc, Muhammet,Di Cesare Mannelli, Lorenzo,Carta, Fabrizio,Ghelardini, Carla,?alubovskis, Raivis,Supuran, Claudiu T.. "6-substituted sulfocoumarins are selective carbonic anhdydrase IX and XII Inhibitors with significant cytotoxicity against colorectal cancer cells". . p. 3975 - 3983. Retrieved 2015/05/27.