N-(4-Amino-3-methoxyphenyl)methanesulfonamide

Base Information

• Chemical Name: N-(4-Amino-3-methoxyphenyl)methanesulfonamide
• CAS No.: 57165-06-7
• Molecular Formula: C8H12N2O3S
• Molecular Weight: 216.261
• Hs Code.: 2935009090
• Mol file: 57165-06-7.mol

Synonyms:4-(Methylsulfonyl)amino-2-methoxyaniline;4'-Amino-3'-methoxymethanesulfonanilide;NSC 154096;

Chemical Property of N-(4-Amino-3-methoxyphenyl)methanesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 379.8 °C at 760 mmHg
• Flash Point: 183.5 °C
• PSA: 89.80000
• Density: 1.384 g/cm³
• LogP: 2.38390
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

N-?(4-?Amino-?3-?methoxyphenyl)?methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-?(4-?Amino-?3-?methoxyphenyl)?methanesulfonamide is a reagent used in organic synthesis. Used in the preparation of novel ametantrone amascrine related hybrids as cytotoxic agents.

Technology Process of N-(4-Amino-3-methoxyphenyl)methanesulfonamide

There total 17 articles about N-(4-Amino-3-methoxyphenyl)methanesulfonamide 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: 94.0%

N-(2-methoxy-4-methanesulfonamido-benzen)-ethylcarbamate (308125-06-6) → N-(4-amino-3-methoxyphenyl)methanesulfonamide (57165-06-7)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1016/S0223-5234(00)00170-7

Reference yield: 82.0%

N-<2-methoxy-4-<(methylsulfonyl)amino>phenyl>acetamide (83209-82-9) → N-(4-amino-3-methoxyphenyl)methanesulfonamide (57165-06-7)

Guidance literature:

With hydrogenchloride; In ethanol; water; reflux, 5 h; 25 deg C, overnight;

DOI:10.1002/jhet.5570260542

Reference yield:

3-methoxy-4-nitro-N-(methylsulfonyl)benzenamine (57165-05-6) → N-(4-amino-3-methoxyphenyl)methanesulfonamide (57165-06-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.25h; under 1520 Torr;

DOI:10.1021/jm00387a012

upstream raw materials:

3-methoxy-4-nitro-N-(methylsulfonyl)benzenamine

N-<2-methoxy-4-<(methylsulfonyl)amino>phenyl>acetamide

L-Cysteine

4'-(9-acridinylamino) methanesulfon-m-anisidine

Downstream raw materials:

N-[4-(benzo[h]quinazolin-6'-ylamino)-3-methoxyphenyl]methanesulfonamide

N-[4-(benzo[f]quinazolin-6'-ylamino)-3-methoxyphenyl]methanesulfonamide

N-[4-(9'-methoxy-2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)-3-methoxyphenyl]methanesulfonamide

N-[4-(7'-methoxy-2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)-3-methoxyphenyl]methanesulfonamide

Refernces

• 1、 Ferlin,Gatto,Chiarelotto,Palumbo. "Pyrrolo-quinoline derivatives as potential antineoplastic drugs". . p. 1415 - 1422. Retrieved 2007/10/03.
• 2、 Atwell, Graham J.,Rewcastle, Gordon W.,Baguley, Bruce C.,Denny, William A.. "Potential Antitumor Agents. 48. 3'-Dimethylamino Derivatives of Amsacrine: Redox Chemistry and in Vivo Tumor Activity". . p. 652 - 658. Retrieved 2007/10/02.