A practically simple, catalyst free and scalable synthesis of -substituted ureas in water
A practically simple, mild and efficient method is developed for the synthesis of N -substituted ureas by nucleophilic addition of amines to potassium isocyanate in water without organic co-solvent. Using this methodology, a variety of N -substituted ureas (mono-, di- and cyclic-) were synthesized i...
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Published in | RSC advances Vol. 8; no. 38; pp. 21585 - 21595 |
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Main Authors | , , , |
Format | Journal Article |
Published |
13.06.2018
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Online Access | Get full text |
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Abstract | A practically simple, mild and efficient method is developed for the synthesis of
N
-substituted ureas by nucleophilic addition of amines to potassium isocyanate in water without organic co-solvent. Using this methodology, a variety of
N
-substituted ureas (mono-, di- and cyclic-) were synthesized in good to excellent yields with high chemical purity by applying simple filtration or routine extraction procedures avoiding silica gel purification. The developed methodology was also found to be suitable for gram scale synthesis of molecules having commercial application in large volumes. The identified reaction conditions were found to promote a unique substrate selectivity from a mixture of two amines.
A wide range of amines can be converted to
N
-substituted ureas using KOCN and aq. HCl without heating, organic solvent or catalyst. |
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AbstractList | A practically simple, mild and efficient method is developed for the synthesis of
N
-substituted ureas by nucleophilic addition of amines to potassium isocyanate in water without organic co-solvent. Using this methodology, a variety of
N
-substituted ureas (mono-, di- and cyclic-) were synthesized in good to excellent yields with high chemical purity by applying simple filtration or routine extraction procedures avoiding silica gel purification. The developed methodology was also found to be suitable for gram scale synthesis of molecules having commercial application in large volumes. The identified reaction conditions were found to promote a unique substrate selectivity from a mixture of two amines.
A wide range of amines can be converted to
N
-substituted ureas using KOCN and aq. HCl without heating, organic solvent or catalyst. |
Author | Kumar, Bhuvesh Tiwari, Lata Kumar, Varun Mahajan, Dinesh |
AuthorAffiliation | NCR Biotech Science Cluster Drug Discovery Research Center Translational Health Science and Technology Institute |
AuthorAffiliation_xml | – name: Translational Health Science and Technology Institute – name: NCR Biotech Science Cluster – name: Drug Discovery Research Center |
Author_xml | – sequence: 1 givenname: Lata surname: Tiwari fullname: Tiwari, Lata – sequence: 2 givenname: Varun surname: Kumar fullname: Kumar, Varun – sequence: 3 givenname: Bhuvesh surname: Kumar fullname: Kumar, Bhuvesh – sequence: 4 givenname: Dinesh surname: Mahajan fullname: Mahajan, Dinesh |
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DOI | 10.1039/c8ra03761b |
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References_xml | – issn: 1997 publication-title: The Pesticide Manual, 11th ed. doi: Tomlin – issn: 1998 end-page: 30 publication-title: Green Chemistry: Theory and Practice doi: Anastas Warner – issn: 2012 volume-title: Isocyanates, organic publication-title: Ullmann's encyclopedia of industrial chemistry doi: Six Richter – issn: 2012, volume-title: Weed Control, 2. Individual Herbicides publication-title: Ullmann's Encyclopedia of Industrial Chemistry doi: Muller Applebyki – issn: 2012 volume-title: Carbamates and carbamoyl chlorides publication-title: Ullmann's encyclopedia of industrial chemistry doi: Jager Rentzea Kieczka |
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N
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Title | A practically simple, catalyst free and scalable synthesis of -substituted ureas in water |
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