Triethylamine → HCID 67616685, compound

Temperature

0 °C

1.55 g (10 mmol) of 2-amino-4,6-dimethoxypyrimidine was dissolved in 40 ml of dry tetrahydrofuran, and 1.42 g (10 mmol) of chlorosulfonyl isocyanate was dropwise added thereto in a range of from -20° C. to -15° C. The reaction temperature was raised to 0° C., and the mixture was cooled again to -20° C. Then, a mixture comprising 2.60 g (10 mmol) of N-ethyl-N-methyl-S-methylisothiourea hydroiodide, 2.22 g (22 mmol) of triethylamine and 30 ml of dry tetrahydrofuran, was added thereto. The reaction temperature was raised to room temperture, and the mixture was further stirred at the same temperature for one hour. Then, the solvent was distilled off under reduced pressure, and 80 ml of water was added to the obtained residue. The mixture was extracted three times with 50 ml of chloroform. The chloroform layer was washed with water, and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure. Obtained crystals were washed with acetonitrile to obtain 1.32 g of desired 1-[N-((methylthio-N-ethyl-N-methylamino)methylene)aminosulfonyl]-3-(4,6-dimethoxypyrimidin-2-yl)urea. Melting point: 143°-144° C.

1. customof from -20° C. to -15° C
2. temperaturethe mixture was cooled again to -20° C
3. temperatureThe reaction temperature was raised to room temperture
4. distillationThen, the solvent was distilled off under reduced pressure, and 80 ml of water
5. additionwas added to the obtained residue
6. extractionThe mixture was extracted three times with 50 ml of chloroform
7. washThe chloroform layer was washed with water
8. dry with materialdried over anhydrous sodium sulfate
9. distillationThen, the solvent was distilled off under reduced pressure
10. customObtained crystals
11. washwere washed with acetonitrile

ORD record

ord-3ac69336a9654fc99fdf4358f730769b

Source dataset

uspto-grants-1997_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05604179