2-nitro-N-propylbenzenesulfonamide

Base Information

• Chemical Name: 2-nitro-N-propylbenzenesulfonamide
• CAS No.: 89840-63-1
• Molecular Formula: C9H12N2O4S
• Molecular Weight: 244.271
• DSSTox Substance ID: DTXSID70367879
• Nikkaji Number: J2.207.122J
• Wikidata: Q82154033
• Mol file: 89840-63-1.mol

Synonyms:2-nitro-N-propylbenzenesulfonamide;89840-63-1;2-Nitro-n-propylbenzene-1-sulfonamide;CBMicro_005100;Oprea1_344689;SCHEMBL2336131;DTXSID70367879;ACOSRAUGLQAPTG-UHFFFAOYSA-N;N-propyl-o-nitrobenzenesulfonamide;N-Propyl-2-nitrobenzenesulfonamide;SMSF0003455;MFCD00514615;AKOS003836482;CB07141;SB76932;BS-23898;BIM-0004948.P001;CS-0212037;EN300-1453509;Z45545173

Chemical Property of 2-nitro-N-propylbenzenesulfonamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 244.05177804
• Heavy Atom Count: 16
• Complexity: 330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNS(=O)(=O)C1=CC=CC=C1[N+](=O)[O-]

Technology Process of 2-nitro-N-propylbenzenesulfonamide

There total 4 articles about 2-nitro-N-propylbenzenesulfonamide 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%

2-nitro-N-(prop-2-yn-1-yl)benzene-1-sulfonamide (908072-33-3) → N-propyl-o-nitrobenzenesulfonamide (89840-63-1)

Guidance literature:

With hydrogen; In methanol; at 25 ℃; for 2h; chemoselective reaction;

DOI:10.1021/ol4002448

Reference yield: 93.9%

propylamine (107-10-8,42939-71-9) + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → N-propyl-o-nitrobenzenesulfonamide (89840-63-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide (198572-71-3) → N-propyl-o-nitrobenzenesulfonamide (89840-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide; toluene / 2 h / 20 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere

3: hydrogen / methanol / 2 h / 25 °C

With hydrogen; potassium carbonate; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol4002448

upstream raw materials:

propylamine

2-Nitrobenzenesulfonyl chloride

2-nitro-N-(prop-2-yn-1-yl)benzene-1-sulfonamide

N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide

Downstream raw materials:

2-amino-N-propylbenzenesulfonamide

2-[2-chloro-5-(2-ethoxy-vinyl)-pyrimidin-4-ylamino]-N-propyl-benzenesulfonamide

2-(5-bromo-2-chloro-pyrimidin-4-ylamino)-N-propyl-benzenesulfonamide

2-(2-chloro-pyrrolo[2,3-d]pyrimidin-7-yl)-N-propyl-benzenesulfonamide