2-Methoxy-5-(2-oxopropyl)benzenesulfonamide

Base Information

• Chemical Name: 2-Methoxy-5-(2-oxopropyl)benzenesulfonamide
• CAS No.: 116091-63-5
• Molecular Formula: C10H13NO4S
• Molecular Weight: 243.284
• Hs Code.: 2935009090
• European Community (EC) Number: 601-411-3
• DSSTox Substance ID: DTXSID60557085
• Nikkaji Number: J446.478H
• Wikidata: Q72434251
• Mol file: 116091-63-5.mol

Synonyms:116091-63-5;5-Acetonyl-2-methoxybenzene sulfonamide;2-methoxy-5-(2-oxopropyl)benzenesulfonamide;5-acetonyl-2-methoxybenzenesulfonamide;Benzenesulfonamide, 2-methoxy-5-(2-oxopropyl)-;5-(2-oxypropyl)-2-methoxy benzene sulphonamide;2-methoxy-5-(2-oxopropyl)benzene-1-sulfonamide;MFCD07782136;Nadifloxacin API;5-(2-Oxypropyl)-2-methoxybenzene sulphonamide;2-Methoxy-5-(2-oxopropyl)benzenesulfonamide;5-Acetonyl-2-methoxybenzenesulfonamide;Benzenesulfonamide,2-methoxy-5-(2-oxopropyl)-;EC 601-411-3;SCHEMBL48765;DTXSID60557085;MQQJFLHZXQRKKJ-UHFFFAOYSA-N;BCP15013;AKOS015837670;AC-5616;CS-W022283;DS-1761;SB30941;SY021405;2-Methoxy-5-(2-oxopropyl)phenylsulfonamide;NS00006297;2-Methoxy-5-(2-oxo-propyl)-benzenesulfonamide;2-Methoxy-5-(2-oxopropyl)-benzene sulfonamide;O10817;EN300-7358800;A803554;J-003381;Z1741977798;2-methoxy-5-(2-oxo-propyl)benzenesulfonamide, AldrichCPR

Chemical Property of 2-Methoxy-5-(2-oxopropyl)benzenesulfonamide

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Melting Point: 194-197 °C
• Boiling Point: 444.618 °C at 760 mmHg
• PKA: 9.91±0.60(Predicted)
• Flash Point: 222.697 °C
• PSA: 94.84000
• Density: 1.288 g/cm³
• LogP: 2.25520
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 243.05652907
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

5-Acetonyl-2-methoxybenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1=CC(=C(C=C1)OC)S(=O)(=O)N
• Uses: 5-Acetonyl-2-methoxybenzene is used in the synthesis of tamsulosin, a drug used in benign prostatic hyperplasia therapy. 5-Acetonyl-2-methoxybenzene sulfonamide can be used as Tamsulosine intermediate.

Technology Process of 2-Methoxy-5-(2-oxopropyl)benzenesulfonamide

There total 3 articles about 2-Methoxy-5-(2-oxopropyl)benzenesulfonamide 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: 74.0%

2-methoxy-5-(2-oxopropyl)benzenesulfonyl chloride (80223-79-6) → 2-methoxy-5-(2-oxopropyl)benzenesulfonamide (116091-63-5)

Guidance literature:

With ammonia; In tetrahydrofuran; water;

Reference yield:

4-methoxybenzyl methyl ketone (122-84-9) → 2-methoxy-5-(2-oxopropyl)benzenesulfonamide (116091-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 11.4 g / ClSO₃H / 2 h / Ambient temperature

2: conc. aq. NH₄OH / tetrahydrofuran / 2 h / Ambient temperature

With chlorosulfonic acid; ammonium hydroxide; In tetrahydrofuran;

DOI:10.1248/cpb.40.1443

Reference yield:

C10H12O5S → 2-methoxy-5-(2-oxopropyl)benzenesulfonamide (116091-63-5)

Guidance literature:

With ammonia; In tetrahydrofuran; at 8 - 40 ℃; for 15h; pH=~ 8.8 - 9.8;

upstream raw materials:

2-methoxy-5-(2-oxopropyl)benzenesulfonyl chloride

4-methoxybenzyl methyl ketone

Downstream raw materials:

(+/-)-5-<2--N-methylamino>propyl>-2-methoxybenzenesulfonamide

2-methoxy-5-[2-[2-(2-methoxyphenoxy)ethylamino]-2-methylethyl]-benzensulfonamide

5-[2-[2-(3-Fluoro-2-methoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide

(+/-)-5-<2-<<2-(5-fluoro-2-methoxyphenoxy)ethyl>amino>propyl>-2-methoxybenzenesulfonamide

Refernces

• 1、 Keaney, Erin P.,Connolly, Michael,Dobler, Markus,Karki, Rajeshri,Honda, Ayako,Sokup, Samantha,Karur, Subramanian,Britt, Shawn,Patnaik, Anup,Raman, Prakash,Hamann, Lawrence G.,Wiedmann, Brigitte,Lamarche, Matthew J.. "2-Alkyloxazoles as potent and selective PI4KIIIβ inhibitors demonstrating inhibition of HCV replication". . p. 3714 - 3718. Retrieved 2014/09/17.
• 2、 -. "Tamsulosin derivative". Page/Page column 11. . Retrieved 2008/06/13.