N-(3-Aminophenyl)acetamide

Base Information

• Chemical Name: N-(3-Aminophenyl)acetamide
• CAS No.: 102-28-3
• Molecular Formula: C8H10N2O
• Molecular Weight: 150.18
• Hs Code.: 29214200
• European Community (EC) Number: 203-021-5
• NSC Number: 165576
• UNII: Q5K7HYS7JJ
• DSSTox Substance ID: DTXSID2024454
• Nikkaji Number: J43.351I
• Wikipedia: 3-Aminoacetanilide
• Wikidata: Q27463669
• ChEMBL ID: CHEMBL1606123
• Mol file: 102-28-3.mol

Synonyms:N-(3-Aminophenyl)acetamide;102-28-3;3'-Aminoacetanilide;M-AMINOACETANILIDE;3-Acetamidoaniline;3-Aminoacetanilide;Acetamide, N-(3-aminophenyl)-;m-(Acetylamino)aniline;M-Acetaminoaniline;3-Amino-N-acetylaniline;N-Acetyl-m-phenylenediamine;3-Aminoacetanilid;3-Acetamidoanilide;Acetanilide, 3'-amino-;3-Acetylaminoaniline;1-Amino-3-(acetylamino)benzene;3-Aminoacetanilid [Czech];3-(Acetylamino)aniline;N-Acetyl-m-fenylendiamin;m-Acetamidoaniline;NSC 165576;CCRIS 4574;N-Acetyl-m-fenylendiamin [Czech];EINECS 203-021-5;N-Acetyl-m-fenylenediamin;MFCD00025229;Q5K7HYS7JJ;BRN 0775952;N-(3-aminophenyl)-acetamide;N-Acetyl-1,3-diaminobenzene;MLS002415739;N-(3-Amino-phenyl)-acetamide;N-Acetyl-1,3-phenylenediamine;DTXSID2024454;NSC-165576;SMR001370905;M-Amino Acetanilide;N1-(3-Aminophenyl)acetamide;3'-aminoacetanilid;3'-aminoacetanilinde;3'-aminoacetoanilide;3'-amino-acetanilide;3-acetylamino-aniline;3/'-Aminoacetanilide;UNII-Q5K7HYS7JJ;M-ACETYLAMINOANILINE;WLN: ZR CMV1;cid_7604;3'-Aminoacetanilide, 97%;AMINOACETANILIDE, M-;N-(3-aminophenyl)ethanamide;SCHEMBL374432;N-(3-Aminophenyl)acetamide #;Acetamida, n-(3-aminofenil)-;DTXCID304454;3-ACETYLAMINOBENZENEAMINE;CHEMBL1606123;BDBM74413;HMS3039A15;LS-80;STR05687;Tox21_200881;1-ACETYLAMINO-3-AMINOBENZENE;BBL009447;NSC165576;STK397585;3-(METHYLCARBONYLAMINO)ANILINE;AKOS000108317;CS-W019904;PB39397;NCGC00091315-01;NCGC00091315-02;NCGC00258435-01;AC-10864;BP-10965;CAS-102-28-3;SY006038;BB 0245333;FT-0629788;EN300-17408;P19657;AE-562/40191150;W-108877;BRD-K46780692-001-03-5;Q27463669;Z56926524;F3377-0755;N3M

Chemical Property of N-(3-Aminophenyl)acetamide

Chemical Property:

• Appearance/Colour: Gray solid.
• Vapor Pressure: 2.96E-06mmHg at 25°C
• Melting Point: 86-88 °C(lit.)
• Refractive Index: 1.636
• Boiling Point: 388.9 °C at 760 mmHg
• PKA: 14.82±0.70(Predicted)
• Flash Point: 189 °C
• PSA: 55.12000
• Density: 1.203 g/cm³
• LogP: 1.88140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: 1-5 g/100 mL at 24 ºC
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

N-(3-Aminophenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)NC1=CC=CC(=C1)N
• Uses: 3'-Aminoacetanilide is mainly used as reaction intermediates dyes and disperse dyes.

Technology Process of N-(3-Aminophenyl)acetamide

There total 15 articles about N-(3-Aminophenyl)acetamide 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: 99.0%

N-(4-Nitrophenyl)acetamide (104-04-1) → m-acetamide aniline (102-28-3)

Guidance literature:

With iron(III)-acetylacetonate; hydrazine hydrate; In methanol; at 150 ℃; Microwave irradiation; Green chemistry;

DOI:10.1002/anie.201205792

Reference yield: 98.4%

m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) + acetic acid (64-19-7,77671-22-8) + ethyl acetate (141-78-6) → m-acetamide aniline (102-28-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; at 65 - 90 ℃; for 6h; Time; Inert atmosphere;

Reference yield: 98.0%

N-(3-nitrophenyl)acetanilide (122-28-1) → m-acetamide aniline (102-28-3)

Guidance literature:

With sodium tetrahydroborate; TPGS-750-M; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

DOI:10.1039/c7gc02991h

upstream raw materials:

N-(3-nitrophenyl)acetanilide

sodium acetate

o-phenylenediamine dihydrochloride

m-phenylenediamine

Downstream raw materials:

isoindoline-1,3-dione-bis-(3-acetylamino-phenylimine)

acetic acid-[3-(3-imino-isoindolin-1-ylidenamino)-anilide]

N,N′-1,4-phenylenebis(oxamic acid)

N-(3-aminophenyl)-4-aminobenzenesulfonamide

Refernces

• 1、 Cantillo, David,Baghbanzadeh, Mostafa,Kappe, C. Oliver. "In situ generated iron oxide nanocrystals as efficient and selective catalysts for the reduction of nitroarenes using a continuous flow method". . p. 10190 - 10193. Retrieved 2012.
• 2、 Chand, Dillip Kumar,Rai, Randhir. "Copper nanoparticles (CuNPs) catalyzed chemoselective reduction of nitroarenes in aqueous medium". . . Retrieved 2021/08/20.
• 3、 Luzzio, Frederick A.,Monsen, Paige J.. "Applicability of aluminum amalgam to the reduction of arylnitro groups". supporting information. . Retrieved 2020/11/02.