Triethylamine → HCID 86749352, compound

Temperature

0 °C

0.78 g (5 mmol) of 2-amino-4,6-dimethoxypyrimidine was dissolved in 20 ml of dry tetrahydrofuran, and 0.71 g (5 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 then the mixture was cooled again to -20° C. Then, a mixture comprising 1.31 g (5 mmol) of N-methoxy-N-methyl-S-methylisothiourea hydroiodide, 1.11 g (11 mmol) of triethylamine and 15 ml of dry tetrahydrofuran, was added thereto. The reaction temperature was raised to room temperature, and the mixture was further stirred at the same temperature for one hour. Then, the solvent was distilled off under reduced pressure, and then 40 ml of water was added to the obtained residue. The mixture was extracted three times with 25 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 1.51 g of desired 1-[N-((methylthio-N-methoxy-N-methylamino)methylene)aminosulfonyl]-3-(4,6-dimethoxypyrimidin-2-yl)urea. Melting point: 165°-167° 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 temperature
4. distillationThen, the solvent was distilled off under reduced pressure
5. addition40 ml of water was added to the obtained residue
6. extractionThe mixture was extracted three times with 25 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-8b6801edb56d4229b802826fd84de9aa

Source dataset

uspto-grants-1997_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05604179