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; R=t-Bu, cyclohexyl; R'=H, allyl, where a primary aliphatic amine RNH2, where R has values given above, reacts with bis(N,N-dimethylamino)methane and (thio)urea in the presence of a copper chloride crystalline hydrate CuCl2·2H2O catalyst in molar ratio (thio)urea:bis(N,N-dimethylamino)methane:RNH2:CuCl2·2H2O=10:20:10:(0.3-0.7) at temperature of 80°C and atmospheric pressure in a mixture of solvents CHCl3-ethyl alcohol (1:1, by volume) for 6-10 hours.
EFFECT: obtained compounds have potential for use as effective pesticides and can serve as synthons for producing alkaloid Agelastatina A; output of 5-alkyl-1,3,5-triazinan-2(thi)ones is 22-50%.
1 tbl, 1 ex
| Title | Year | Author | Number |
|---|---|---|---|
| METHOD OF PRODUCING 5-ALKYL-1,3,5-TRIAZINAN-2-(THI)ONES | 2012 |
|
RU2522445C2 |
| METHOD OF PRODUCING [4N-1,3,5-DITHIAZINE-5(6N)-HYDROXY]-METHANOL, [2-[4N -1,3,5-DITHIAZIN-5 (6N)-YL]ETHOXY]-METHANOL, [2-[4N-1,3,5-DITHIAZIN-5(6N)-YL]BUTOXY]-METHANOL OR DIHYDRO-α-[(HYDROXYMETHOXY)METHYL]-4N-1,3,5-DITHIAZINE-5-ACETIC ACID | 2006 |
|
RU2372341C2 |
| METHOD FOR OBTAINING N-CYCLOALKYL SUBSTITUTED 1,5,3-DITHIAZEPANES | 2017 |
|
RU2664654C2 |
| METHOD OF PRODUCING N-(1,5,3-DITHIAZOCYNAN-3-YL)AMIDES | 2011 |
|
RU2565788C2 |
| METHOD OF OBTAINING N-(1,5,3-DITHIAZONAN-3-YL)AMIDES | 2012 |
|
RU2518488C2 |
| METHOD OF PRODUCING N-(1,5,3-DITHIAZEPAN-3-YL)AMIDES | 2011 |
|
RU2478626C1 |
| 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 |
|
RU2696778C1 |
| METHOD OF OBTAINING 3-ARYL-1,5,3-DITHIAZOCANES | 2012 |
|
RU2538600C2 |
| METHOD OF OBTAINING N, N'-BIS[DIMETHYLAMINOMETHYL](THIO)UREA | 2012 |
|
RU2518490C2 |
| METHOD OF OBTAINING 3-HETARYL-1,5,3-DITHIAZOCINANES | 2012 |
|
RU2536261C2 |
