<i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives
A continuous-flow acetylation reaction was developed, applying cheap and safe reagent, acetonitrile as acetylation agent and alumina as catalyst. The method developed utilizes milder reagent than those used conventionally. The reaction was tested on various aromatic and aliphatic amines with good co...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-04-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/25/8/1985 |
| _version_ | 1797569759957483520 |
|---|---|
| author | György Orsy Ferenc Fülöp István M. Mándity |
| author_facet | György Orsy Ferenc Fülöp István M. Mándity |
| author_sort | György Orsy |
| collection | DOAJ |
| description | A continuous-flow acetylation reaction was developed, applying cheap and safe reagent, acetonitrile as acetylation agent and alumina as catalyst. The method developed utilizes milder reagent than those used conventionally. The reaction was tested on various aromatic and aliphatic amines with good conversion. The catalyst showed excellent reusability and a scale-up was also carried out. Furthermore, a drug substance (paracetamol) was also synthesized with good conversion and yield. |
| first_indexed | 2024-03-10T20:16:07Z |
| format | Article |
| id | doaj.art-1d1d90260ad74ef0b4abcdd3cc68aefc |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T20:16:07Z |
| publishDate | 2020-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-1d1d90260ad74ef0b4abcdd3cc68aefc2023-11-19T22:32:19ZengMDPI AGMolecules1420-30492020-04-01258198510.3390/molecules25081985<i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid DerivativesGyörgy Orsy0Ferenc Fülöp1István M. Mándity2Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryInstitute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryMTA TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, Research Center for Natural Sciences, Hungarian Academy of Sciences, Magyar Tudosok krt. 2, 1117 Budapest, HungaryA continuous-flow acetylation reaction was developed, applying cheap and safe reagent, acetonitrile as acetylation agent and alumina as catalyst. The method developed utilizes milder reagent than those used conventionally. The reaction was tested on various aromatic and aliphatic amines with good conversion. The catalyst showed excellent reusability and a scale-up was also carried out. Furthermore, a drug substance (paracetamol) was also synthesized with good conversion and yield.https://www.mdpi.com/1420-3049/25/8/1985flow chemistryacetylationacetonitrilesafegreen chemistry |
| spellingShingle | György Orsy Ferenc Fülöp István M. Mándity <i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives Molecules flow chemistry acetylation acetonitrile safe green chemistry |
| title | <i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives |
| title_full | <i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives |
| title_fullStr | <i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives |
| title_full_unstemmed | <i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives |
| title_short | <i>N</i>-Acetylation of Amines in Continuous-Flow with Acetonitrile—No Need for Hazardous and Toxic Carboxylic Acid Derivatives |
| title_sort | i n i acetylation of amines in continuous flow with acetonitrile no need for hazardous and toxic carboxylic acid derivatives |
| topic | flow chemistry acetylation acetonitrile safe green chemistry |
| url | https://www.mdpi.com/1420-3049/25/8/1985 |
| work_keys_str_mv | AT gyorgyorsy iniacetylationofaminesincontinuousflowwithacetonitrilenoneedforhazardousandtoxiccarboxylicacidderivatives AT ferencfulop iniacetylationofaminesincontinuousflowwithacetonitrilenoneedforhazardousandtoxiccarboxylicacidderivatives AT istvanmmandity iniacetylationofaminesincontinuousflowwithacetonitrilenoneedforhazardousandtoxiccarboxylicacidderivatives |