Chemistry:4-Aminoacetanilide
| |
| Names | |
|---|---|
| Preferred IUPAC name
N-(4-Aminophenyl)acetamide | |
| Other names
p-Aminoacetanilide, N-(4-Aminophenyl)acetamide
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEMBL | |
| ChemSpider | |
| EC Number |
|
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C8H10N2O | |
| Molar mass | 150.181 g·mol−1 |
| Appearance | leaf or flake like white-Pink To Brown Powder |
| Density | 1.1392 |
| Melting point | 164–167 °C (327–333 °F; 437–440 K) |
| Boiling point | 267 °C (513 °F; 540 K) |
| 0.1-1 g/100 mL at 25 °C | |
| Hazards | |
| GHS pictograms |  
|
| GHS Signal word | Danger |
| H317, H319, H334 | |
| P261, P264, P272, P280, P285, P302+352, P304+341, P305+351+338, P321, P333+313, P337+313, P342+311, P363, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
4-Aminoacetanilide or paracetamin is a chemical compound which is a amino derivative of acetanilide and para-isomer of aminoacetanilide. There are two other isomers of aminoacetanilide, 2-aminoacetanilide and 3-aminoacetanilide. Aminoacetanilide derivatives are important synthetic intermediates in heterocyclic and aromatic synthesis. These derivatives have found applications in pharmaceutical industry and dyes and pigment industry.[1]
Synthesis
Becillus cereus converts 4-phenylenediamine to 4-aminoacetanilide.[1][2] Reduction of 4-nitroacetanilide by hydrogenation catalyst generates 4-aminoacetanilide.[3] Green synthesis of p-Aminoacetanilide is achieved by reducing p-nitroaetanilide using Zn/NH4Cl in water.[4] Number of methods are available to reduce 4-nitroacetanilide using different catalyst and reaction conditions.[1]
Uses
4-Aminoacetanilide is used as in intermediate in the production of some dyes.[5] 4-aminoacetanilide is also used for the synthesis of beta-lactams.[6]
References
- ↑ 1.0 1.1 1.2 Singh, Raman; Kau, Rajneesh; Singh, Kuldeep (2016). "A review on Synthesis of Aminoacetanilides". Journal of Integrated Science and Technology 4: 111–120. ISSN 2321-4635. http://www.pubs.iscience.in/journal/index.php/jist/article/view/471/404.
- ↑ Mulyono; Takenaka, Shinji; Sasano, Yasuhiro; Murakami, Shuichiro; Aoki, Kenji (February 2007). "Bacillus cereus strain 10-L-2 produces two arylamine N-acetyltransferases that transform 4-phenylenediamine into 4-aminoacetanilide" (in en). Journal of Bioscience and Bioengineering 103 (2): 147–154. doi:10.1263/jbb.103.147. PMID 17368397. https://linkinghub.elsevier.com/retrieve/pii/S1389172307700397.
- ↑ 李, 玉涵; 侯, 洁; 王, 越; 吕, 连海 (2009). "催化加氢制备对氨基乙酰苯胺". 染料与染色 46 (2): 42–45. ISSN 1672-1179. http://eng.oversea.cnki.net/kcms/detail/detail.aspx?QueryID=0&CurRec=7&DbCode=CJFD&dbname=CJFD2009&filename=GONG200902013.
- ↑ 曹, 玮; 曲, 波; 梁, 足培 (2004). "对氨基乙酰苯胺合成绿色工艺的研究". 化工时刊 (4): 55–56. ISSN 1002-154X. http://eng.oversea.cnki.net/kcms/detail/detail.aspx?QueryID=0&CurRec=1&DbCode=CJFD&dbname=CJFD2004&filename=HGJS200404022.
- ↑ Gregory, Peter (2000-12-04), John Wiley & Sons, Inc., ed. (in en), Dyes and Dye Intermediates, Hoboken, NJ, USA: John Wiley & Sons, Inc., pp. 0425051907180507.a01, doi:10.1002/0471238961.0425051907180507.a01, ISBN 978-0-471-23896-6, http://doi.wiley.com/10.1002/0471238961.0425051907180507.a01, retrieved 2021-02-07
- ↑ Tahriri, Mozhgan; Yousefi, Mohammad; Mehrani, Kheirollah; Tabatabaee, Masoumeh; Ashkezari, Mahmood Dehghani (August 2017). "Synthesis, Characterization and Antimicrobial Activity of Two Novel Sulfonamide Schiff Base Compounds". Pharmaceutical Chemistry Journal 51 (5): 425–428. doi:10.1007/s11094-017-1626-z. ISSN 0091-150X. http://dx.doi.org/10.1007/s11094-017-1626-z.
 |  |
