Water → 1,3,5-Triazine-2,4(1H,3H)-dione, 1-amino-3-(2,2-dimethylpropyl)-6-(ethylthio)-

HRID 2295835Notes

Reaction equation

C1(C)C=CC(S(O)(=O)=O)=CC=1.O.C(=[N:16][N:17]1[C:22]([S:23][CH2:24][CH3:25])=[N:21][C:20](=[O:26])[N:19]([CH2:27][C:28]([CH3:31])([CH3:30])[CH3:29])[C:18]1=[O:32])(C)C>C(O)(C)C>[NH2:16][N:17]1[C:22]([S:23][CH2:24][CH3:25])=[N:21][C:20](=[O:26])[N:19]([CH2:27][C:28]([CH3:31])([CH3:30])[CH3:29])[C:18]1=[O:32]

Participants

Conditions

Temperature: 60 °C

Procedure

1.1 g of p-toluenesulphonic acid and 5.4 ml of water were added to a solution of 34.1 g (0.114 mol) of 1-isopropylideneamino-6-ethylthio-3-neopentyl-1,3,5-triazine-2,4(1H, 3H)-dione (the compound of formula (V-1)) in 150 ml of isopropanol at 60° C., and the mixture was stirred for one hour at 60° C., the bulk of the reaction product crystallizing out. Approximately 80 ml of the mixture were distilled off at 200 to 300 mbars, the mixture was cooled to 0° C. and was filtered under suction, and the residue was washed with a little methanol. 26.8 g (91% of theory) of 1-amino-6-ethylthio-3-neopentyl-1,3,5-triazine-2,4(1H, 3H)-dione of melting point 202° to 204° C. were obtained.

Workup

customthe bulk of the reaction product crystallizing out
distillationApproximately 80 ml of the mixture were distilled off at 200 to 300 mbars
temperaturethe mixture was cooled to 0° C.
filtrationwas filtered under suction
washthe residue was washed with a little methanol

Sources & evidence

ORD record: ord-703d355bde4d41b4841c54ba9bfb35fd
Source dataset: uspto-grants-1984_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04426523

Reaction notes

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