1,3-Bisacetamidobenzene

Base Information

• Chemical Name: 1,3-Bisacetamidobenzene
• CAS No.: 10268-78-7
• Molecular Formula: C10H12 N2 O2
• Molecular Weight: 192.217
• Hs Code.: 2924299090
• European Community (EC) Number: 233-609-7
• NSC Number: 62829,7204
• UNII: I720DIF1VX
• DSSTox Substance ID: DTXSID10145451
• Nikkaji Number: J29.460H
• Mol file: 10268-78-7.mol

Synonyms:N,N'-(1,3-Phenylene)diacetamide;10268-78-7;1,3-Bisacetamidobenzene;1,3-Diacetamidobenzene;N-(3-acetamidophenyl)acetamide;N,N'-(m-Phenylene)di(acetamide);m-Phenylenediacetamide;N,N'-Diacetyl-1,3-phenylenediamine;Acetamide, N,N'-1,3-phenylenebis-;NSC 62829;N,N'-1,3-Phenylenebisacetamide;Acetamide, N,N'-m-phenylenebis-;EINECS 233-609-7;Acetamide, N,N'-m-phenylenebis- (6CI,7CI,8CI);BRN 0910978;I720DIF1VX;N,N'-diacetyl-m-phenylenediamine;NSC-7204;NSC-62829;NSC7204;m-diacetamidobenzene;diacetyl-m-phenylenediamine;UNII-I720DIF1VX;NCIOpen2_000219;Oprea1_632518;1,3-Bis(acetylamino)benzene;SCHEMBL1901172;N,N'-1,3-phenylenediacetamide;DTXSID10145451;NSC62829;AB9894;MFCD00035792;N,N'-bisacetyl-1,3-phenylenediamine;AKOS003543840;M-N,N'-DIACETYLPHENYLENEDIAMINE;BS-19237;N,N'-DIACETYL-1,3-DIAMINOBENZENE;N,N'-1,3-PHENYLENEBIS(ACETAMIDE);CS-0213437;A896729

Chemical Property of 1,3-Bisacetamidobenzene

Chemical Property:

• Boiling Point: 475.2°Cat760mmHg
• Flash Point: 215.4°C
• PSA: 58.20000
• Density: 1.235g/cm³
• LogP: 1.74940
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 192.089877630
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N'-(1,3-Phenylene)diacetamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=CC=C1)NC(=O)C

Technology Process of 1,3-Bisacetamidobenzene

There total 15 articles about 1,3-Bisacetamidobenzene 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: 97.0%

acetamide (60-35-5) + 3-Chloroacetanilide (588-07-8) → 1,3-diacetylaminobenzene (10268-78-7)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tert-butyl alcohol; at 110 ℃; for 24h;

DOI:10.1021/ja0717414

Reference yield: 96.0%

meta-dinitrobenzene (99-65-0) + acetic anhydride (108-24-7) → 1,3-diacetylaminobenzene (10268-78-7)

Guidance literature:

meta-dinitrobenzene; With sodium tetrahydroborate; In water; at 60 - 70 ℃; Green chemistry;

acetic anhydride; In water; at 60 - 70 ℃; Green chemistry;

DOI:10.1007/s13738-018-1469-x

Reference yield: 96.0%

acetic anhydride (108-24-7) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → 1,3-diacetylaminobenzene (10268-78-7)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1080/00397910008086992

upstream raw materials:

acetic anhydride

m-phenylenediamine hydrochloride

m-phenylenediamine

acetamide

Downstream raw materials:

N,N'-(4-nitro-m-phenylene)-bis-acetamide

N,N'-<2-(3-methylbut-2-enyl)phenylene>-1,5-bis-acetamide

N,N'-(4,6-dichloro-m-phenylene)-bis-acetamide

5-acetamido-2-methylbenzimidazole

Refernces

• 1、 Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein. "Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water". . p. 3289 - 3312. Retrieved 2021.
• 2、 Ikawa, Takashi,Barder, Timothy E.,Biscoe, Mark R.,Buchwald, Stephen L.. "Pd-catalyzed amidations of aryl chlorides using monodentate biaryl phosphine ligands: A kinetic, computational, and synthetic investigation". . p. 13001 - 13007. Retrieved 2007.
• 3、 Gilanizadeh, Masumeh,Zeynizadeh, Behzad. "Synthesis of magnetic Fe3O4@SiO2@Cu–Ni–Fe–Cr LDH: an efficient and reusable mesoporous catalyst for reduction and one-pot reductive-acetylation of nitroarenes". . p. 2821 - 2837. Retrieved 2018.
• 4、 Bao, Zhi-Peng,Miao, Ren-Guan,Qi, Xinxin,Wu, Xiao-Feng. "A novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds". supporting information. p. 1955 - 1958. Retrieved 2021/03/02.
• 5、 Zeynizadeh, Behzad,Shokri, Zahra,Mohammadzadeh, Iman. "The immobilized copper species on nickel ferrite (NiFe2O4@Cu): a magnetically reusable nanocatalyst for one-pot and quick reductive acetylation of nitroarenes to N-arylacetamides". . p. 859 - 870. Retrieved 2019/12/24.