HuagongsheHuagongshe Chemistry Print Report · For research reference only
Octane → N-(5-Methyl-2-propargyloxyphenylsulfonyl)-N'-(4-chloro-6-methoxypyrimidin-2-yl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Octane | HCID 356 | — |
| Reactant | 2-Pyrimidinamine, 4-chloro-6-methoxy- | HCID 79811 | — |
| Reactant | 5-Methyl-2-propargyloxyphenylsulfonylisocyanate | HCID 13472953 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(5-Methyl-2-propargyloxyphenylsulfonyl)-N'-(4-chloro-6-methoxypyrimidin-2-yl)-urea | HCID 13472954 | — |
Reaction Steps
A solution of 9.4 g of crude 5-methyl-2-propargyloxyphenylsulfonylisocyanate in 50 ml of absolute tetrahydrofuran is added dropwise at room temperature, within 10 minutes, to a solution of 3.7 g of 2-amino-4-chloro-6-methoxy-pyrimidine and 0.1 g of 1,4-diazadicyclo[2.2.2]octane in 60 ml of absolute tetrahydrofuran, in the course of which the temperature rises slightly. The reaction solution is stirred for 18 hours at room temperature; it is then filtered, and concentrated by evaporation. The residue is crystallised from ethyl acetate to thus obtain 5.8 g of N-(5-methyl-2-propargyloxyphenylsulfonyl)-N'-(4-chloro-6-methoxy-pyrimidin-2-yl)-urea, m.p. 202°-204° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04443243 |
| Source dataset | uspto-grants-1984_04 |
| ORD ID | ord-d1f601befbce40ebb817445180d90ed2 |
| Source note | uspto-grants-1984_04 |