2-Butanone, 1-diazo-4-[[(4-methylphenyl)sulfonyl]amino]-

Base Information

• Chemical Name: 2-Butanone, 1-diazo-4-[[(4-methylphenyl)sulfonyl]amino]-
• CAS No.: 32065-38-6
• Molecular Formula: C11H13 N3 O3 S
• Molecular Weight: 267.309
• Hs Code.: 2935009090
• Mol file: 32065-38-6.mol

Synonyms:p-Toluenesulfonamide,N-(4-diazo-3-oxobutyl)- (6CI,8CI); 4-Tosylamido-1-diazo-2-butanone

Chemical Property of 2-Butanone, 1-diazo-4-[[(4-methylphenyl)sulfonyl]amino]-

Chemical Property:

• Melting Point: 114 °C
• Refractive Index: 1.6630 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 105.76000
• Density: g/cm³
• LogP: 3.26008

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butanone, 1-diazo-4-[[(4-methylphenyl)sulfonyl]amino]-

There total 2 articles about 2-Butanone, 1-diazo-4-[[(4-methylphenyl)sulfonyl]amino]- 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: 70.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-(toluene-4-sulfonyl)-β-alanyl chloride (61341-03-5) → N-(4-diazo-3-oxo-butyl)-toluene-4-sulfonamide (32065-38-6)

Guidance literature:

In diethyl ether; at -15 - -10 ℃;

Reference yield:

3-{[(4-methylphenyl)sulfonyl]amino}propanoic acid (42908-33-8) → N-(4-diazo-3-oxo-butyl)-toluene-4-sulfonamide (32065-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2, DMF / CH₂Cl₂ / 3 h / Ambient temperature

2: tetrahydrofuran; diethyl ether / 4 h / 0 - 20 °C

With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane;

Reference yield: 93.0%

N-(4-diazo-3-oxo-butyl)-toluene-4-sulfonamide (32065-38-6) → N-tosylpyrrolidinone (10019-95-1)

Guidance literature:

With silver benzoate; triethylamine; In tetrahydrofuran; for 2h; Ambient temperature;

upstream raw materials:

diazomethane

N-(toluene-4-sulfonyl)-β-alanyl chloride

3-{[(4-methylphenyl)sulfonyl]amino}propanoic acid

Downstream raw materials:

4-[(4-methylphenyl)sulfonylamino]butyric acid methyl ester

N-tosylpyrrolidinone

1-[(4-methylphenyl)sulfonyl]pyrrolidin-3-one

N-(4-Chloro-3-oxo-butyl)-4-methyl-benzenesulfonamide

Refernces

• 1、 Saba, Antonio,Selva, Antonio. "PREPARATION OF 1-TOSYL-2- AND 3-PYRROLIDINONES 'VIA' KETENES AND CARBENES". . p. 867 - 870. Retrieved 2007/10/02.
• 2、 Sajadi,Kashani,Loeffler,Hall. "Antitumor agents: diazomethyl ketone and chloromethyl ketone analogues prepared from N-tosyl amino acids". . p. 275 - 278. Retrieved 2007/10/02.