Triethylamine → HCID 67618000, 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 2.5 g (10.2 mmol) of N,N-dimethyl-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 temperature, and the mixture was further stirred at the same temperature for 10 minutes. Then, the solvent was distilled off under reduced pressure, and then 80 ml of water was added to the obtained residue. The mixture was extracted three times with 30 ml of chloroform. The chloroform layer was washed with water and then dried over anhydrous sodium sulfate. Then, solvent was distilled off under reduced pressure. Obtained crystals were washed with a solvent mixture of ethyl ether/ acetonitrile to obtain 2 g of desired 1-[N-((methylthio-N,N-dimethylamino)methylene)aminosulfonyl]-3-(4,6-dimethoxypyrimidin-2-yl)urea. Melting point: 167°-168° 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. addition80 ml of water was added to the obtained residue
6. extractionThe mixture was extracted three times with 30 ml of chloroform
7. washThe chloroform layer was washed with water
8. dry with materialdried over anhydrous sodium sulfate
9. distillationThen, solvent was distilled off under reduced pressure
10. customObtained crystals
11. washwere washed with a solvent mixture of ethyl ether/ acetonitrile

ORD record

ord-19678e3b0b674150a201921bf790345d

Source dataset

uspto-grants-1997_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05604179