- Practical and efficient synthesis of N-halo compounds
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A practical and efficient synthesis of N-halo compounds is described. Treatment of primary and secondary amines or amides with sodium hypohalite in the presence of tert-butanol and acetic acid afforded N-halo compounds in 90-100% yield.
- Zhong, Yong-Li,Zhou, Hua,Gauthier, Donald R.,Lee, Jaemoon,Askin, David,Dolling, Ulf H.,Volante, Ralph P.
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- N,N′-dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): An efficient reagent for N-chlorination of amino esters, amide, and peptides
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A simple, efficient, and rapid protocol for N-chlorination of various protected amino esters, amides, and peptides has been described. N,N′-dichlorobis(2,4,6-trichlorophenyl)urea has been used as a chlorinating agent and transformation takes place rapidly in mild conditions with quantitative yields. Copyright
- Sathe, Manisha,Karade, Hitendra,Kaushik, Mahabir Parshad
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- New protocol for efficient N-chlorinations of amides and carbamates
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N-Chlorination of various amides, carbamates and lactams with inexpensive and stable calcium hypochlorite on moist alumina proceeds smoothly and efficiently, e.g. the technically important 1-chlorohexahydroazepin-2-one (3-Cl) and 1-chloropyrrolidin-2-one (7-Cl) were obtained in 95 % and 98% yield, respectively. Excellent results were also observed for the N-chlorination of protected amino acid esters with a cyclopropane moiety to give derivatives such as methyl (tert-butoxycarbonylchloroamino)cyclopropylacetate (1-Cl), methyl (benzyloxycarbonylchloroamino)cyclopropylacetate (2-Cl), methyl 1-(tert-butoxycarbonylchloroamino)cyclopropanecarboxylate (5-Cl) and methyl trans-2-(tert-butoxycarbonylchloroamino)cyclopropanecarboxylate (6-Cl) in 99%, 96%, 90% and 97% yield, respectively.
- Larionov, Oleg V.,Kozhushkov, Sergei I.,De Meijere, Armin
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- Algae-fungicide and algae-sterilization method
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This invention relates to an algicide of excellent water solubility, low cost and excellent handling that is characterized in containing N-chloro-2-pyrrolidinone, as well as to an algicidal/microbicidal agent characterized in containing one or more compounds selected from cyclic N-chloro compounds and N,N'-dichloro compounds represented by formula (1). (1) (In the formula, X represents a methylene group, secondary amino group, or N-chloro group, and R represents a C2-5 alkylene group, provided that when X is an N-chloro group, R is a C2-3 alkylene group.)
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Paragraph 0070
(2017/03/08)
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- PROCESS FOR ASYMMETRIC SYNTHESIS OF HEXAHYDROPYRIMIDO[1,2-A] AZEPINE-2-CARBOXAMIDES AND RELATED COMPOUNDS
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Processes for asymmetric synthesis of 1O(S)-amino-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-a]azepine-2-carboxamides and related compounds are disclosed. The enantiomerically enriched carboxamides are useful as HIV integrase inhibitors and thus are useful for treating HIV infection and AIDS.
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Page/Page column 36; 38
(2010/11/08)
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- Conversion of nucleophilic halides to electrophilic halides: Efficient and selective halogenation of azinones, amides, and carbonyl compounds using metal halide/lead tetraacetate
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AlCl3/Pb(OAc)4 and ZnBr2/Pb(OAc) 4 are efficient electrophilic N- and α-C-halogenating agents. A variety of azinones, amides and carbonyl compounds were chemoselectively and regioselectively N-, or α-C-halogenated in good to excellent yield using AlCl3/Pb(OAc)4 and ZnBr2/Pb(OAc)4 in acetonitrile. Georg Thieme Verlag Stuttgart.
- Kim, Jeum-Jong,Kweon, Deok-Heon,Cho, Su-Dong,Kim, Ho-Kyun,Lee, Sang-Gyeong,Yoon, Yong-Jin
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p. 194 - 200
(2007/10/03)
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- Ring contraction of N-chlorolactams, a novel rearrangement
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Upon photolysis in methylene chloride at -78 °C, different N-chlorolactams underwent a novel ring contraction to the corresponding carbamoyl chlorides, which were converted to the methyl carbamates. The rearrangement is 100% stereoselective, occurring with retention of configuration at the migrating carbon center. The yields of isolated carbamates ranged from 40% to 57%, the other product being the parent lactam, 18% to 38%.
- Drouin, Alexandre,Lessard, Jean
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p. 4285 - 4288
(2007/10/03)
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- A simple protocol for efficient N-chlorination of amides and carbamates
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N-Chlorination of various amides, lactams, and carbamates with very cheap trichloroisocyanuric acid proceeds efficiently under very mild conditions. Excellent results were also observed for the N-chlorination of carbamates of free amino acids.
- De Luca, Lidia,Giacomelli, Giampaolo,Nieddu, Giammario
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p. 223 - 226
(2007/10/03)
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- N-chlorination of amides and carbamates by oxone and sodium chloride
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A new method for the preparation of N-chloroamides, lactams and carbamates using Oxone and sodium chloride supported on wet alumina is described.
- Curini, Massimo,Epifano, Francesco,Marcotullio, Maria Carla,Rosati, Ornelio,Tsadjout, Andrè
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p. 813 - 814
(2007/10/03)
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