N-(2-Aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide

Base Information

• Chemical Name: N-(2-Aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide
• CAS No.: 126813-43-2
• Molecular Formula: C12H18 N4 O6 S . Cl H
• Molecular Weight: 382.8205
• DSSTox Substance ID: DTXSID70155298
• Mol file: 126813-43-2.mol

Synonyms:ANNBS;N-(2-aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide

Chemical Property of N-(2-Aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 8.25E-11mmHg at 25°C
• Boiling Point: 517.4°Cat760mmHg
• Flash Point: 266.7°C
• PSA: 163.42000
• Density: g/cm³
• LogP: 4.31530
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 382.0713832
• Heavy Atom Count: 24
• Complexity: 547

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=C(C=C(C=C1)S(=O)(=O)N(C)CCN)[N+](=O)[O-])[N+](=O)[O-].Cl

Technology Process of N-(2-Aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide

There total 6 articles about N-(2-Aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)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: 97.4%

N-<2-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide (126813-49-8) → N-(2-aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide hydrochloride (126813-43-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate; 1.) 0 deg C, 15 min, 2.) RT, 30 min;

DOI:10.1021/jm00114a024

Reference yield:

3-nitro-4-chlorosulfonyl chloride (97-08-5) → N-(2-aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide hydrochloride (126813-43-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 67.2 percent / N,N-diisopropylethylamine / tetrahydrofuran

2: 74.8 percent / aq. NaOH / toluene / 21 h / 0 - 20 °C

3: 1.) LiH / 1.) hexane, 2.) hexane, 60 deg C, 25 h

4: 39.6 percent / HMPA / 72 h / Ambient temperature

5: 97.4 percent / HCl (gas) / ethyl acetate / 1.) 0 deg C, 15 min, 2.) RT, 30 min

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate; toluene;

DOI:10.1021/jm00114a024

Reference yield:

N-<2-<<(1-dimethylethoxy)carbonyl>amino>ethyl>-4-chloro-3-nitrobenzenesulfonamide (126813-46-5) → N-(2-aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide hydrochloride (126813-43-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 74.8 percent / aq. NaOH / toluene / 21 h / 0 - 20 °C

2: 1.) LiH / 1.) hexane, 2.) hexane, 60 deg C, 25 h

3: 39.6 percent / HMPA / 72 h / Ambient temperature

4: 97.4 percent / HCl (gas) / ethyl acetate / 1.) 0 deg C, 15 min, 2.) RT, 30 min

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium hydride; In ethyl acetate; toluene;

DOI:10.1021/jm00114a024

upstream raw materials:

N-<2-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzenesulfonamide

3-nitro-4-chlorosulfonyl chloride

N-<2-<<(1-dimethylethoxy)carbonyl>amino>ethyl>-4-chloro-3-nitrobenzenesulfonamide

N-<2-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>-N-methyl-4-chloro-3-nitrobenzenesulfonamide