FIELD: chemistry.
SUBSTANCE: described is a novel method for selective production of 5-alkyl-1,3,5-triazinan-2(thi)ones of general formula , where X=O, S; Alkyl=t-Bu, cyclohexyl; R=H, allyl, involving reaction of N,N-bis(methoxymethyl)alkylamine of general formula Alkyl-N(CH2OMe)2, where Alkyl has values given above, with (thio)urea of general formula H2NC(X)NHR, where X and R are given above, in the presence of samarium chloride crystalline hydrate SmCl3·6H2O catalyst in molar ratio Alkyl-N(CH2OMe)2:(thio)urea:SmCl3·6H2O = 10:10:(0.3-0.7) at temperature of 60°C and atmospheric pressure in a mixture of solvents CHCl3-EtOH (1:1, by volume) for 6-10 hours.
EFFECT: obtained compounds have potential for use as effective pesticides and can also serve as synthons for producing alkaloid Agelastatina A.
1 tbl, 1 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF PRODUCING 5-ALKYL-1,3,5-TRIAZINAN-2-(THI)ONES | 2012 |
|
RU2522446C2 |
METHOD OF OBTAINING 2,6-DIALKYL-HEXAHYDRO-1H,5H-2,3A,4A,6,7A,8A-HEXAAZACYCLOPENTA [def]FLUORENE-4,8-DIONS | 2014 |
|
RU2556009C1 |
METHOD FOR OBTAINING N-CYCLOALKYL SUBSTITUTED 1,5,3-DITHIAZEPANES | 2017 |
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RU2664654C2 |
METHOD FOR OBTAINING 3- AND 4-(1,5,3-DITHIAZACYCLOALKAN-3-YL)BENZAMIDES | 2014 |
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RU2574073C2 |
METHOD FOR PRODUCING 2-{[({2-[({[2-(AMINOCARBONYL)PHENYL]AMINO}METHYL)THIO]ALKYL}THIO)-METHYL]AMINO}BENZAMIDES | 2021 |
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RU2779385C2 |
METHOD OF PRODUCING 2,8-BIS-CYCLOALKYL-2,3,8,9,12C,12D-HEXAHYDRO-1H,7H-5,11-DIOXA-2,3A,4,6,6B,8,9A,10,12,12B-DECA-CYCLOCAPENTA[E,L]PYRENES | 2018 |
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RU2696778C1 |
METHOD FOR COMBINED PRODUCTION OF 2,7-DIALKYL-4,9(10)-DIMETHYL-2,3A,5A,7,8A,10A-HEXAAZAPERHYDROPYRENES | 2017 |
|
RU2688220C2 |
METHOD OF PRODUCING α,ω -BIS-(1,5,3-DITHIAZEPINAN-3-YL)ALKANES | 2011 |
|
RU2478634C2 |
METHOD FOR OBTAINING 6-CYCLOALKYL-1,11-DIOXA-4,8-DITHIA-6-AZACYCLOTRIDECANES | 2017 |
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RU2664659C2 |
METHOD OF OBTAINING A, α,ω-BIS-(1, 5, 3-DITHIAZEPINAN-3-YL)ALKANES | 2011 |
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RU2466999C1 |
Authors
Dates
2014-07-10—Published
2012-10-25—Filed