Dimethyl Sulfate → HCID 12113162、化合物

温度

0 °C

To a solution of 0.602 g (4.17 mmol) of 2-vinyl-4,5-dicyanoimidazole in distilled THF (15 mL) at 0° C. under nitrogen was added slowly while stirring 0.22 mL (2.32 mmol) of dimethyl sulfate and 0.60 mL (4.30 mmol) triethylaminine via syringe. The reaction solution was allowed to come to room temperature and was stirred for 15 hours. The reaction solution was concentrated down under a stream of nitrogen and dissolved in 10 mL CH2Cl2. This solution was washed twice with a 10% solution of NaOH and twice with a saturated solution of NaCl. CH2Cl2 was stripped off, leaving a brown oil. This oil was dissolved in approximately 1 mL of THF and precipitated out in hexane. The precipitate was vacuum filtered and dried to yield 0.345 g (52.4% yield) of a light brown, fluffy powder. This powder was dissolved in 100 mL of ether and vacuum filtered to remove undissolved particles. 20 mL of hexane was added to the ether solution, and the solution was cooled to 0° C. White, needle-shaped crystals were formed and vacuum filtered.

1. customto come to room temperature
2. concentrationThe reaction solution was concentrated down under a stream of nitrogen
3. dissolutiondissolved in 10 mL CH2Cl2
4. washThis solution was washed twice with a 10% solution of NaOH and twice with a saturated solution of NaCl
5. customleaving a brown oil
6. customprecipitated out in hexane
7. filtrationfiltered
8. customdried
9. customto yield 0.345 g (52.4% yield) of a light brown, fluffy powder
10. filtrationvacuum filtered
11. customto remove undissolved particles
12. addition20 mL of hexane was added to the ether solution
13. customWhite, needle-shaped crystals were formed
14. filtrationvacuum filtered

ORDレコード

ord-ccf8b58b4d6344e4a51f428f88aa03b3

出典データセット

uspto-grants-2002_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06384068B1