HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 4-(Chloroacetyl)-7-(4-chlorophenyl)-4.5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Proton sponge | HCID 88675 | — |
| Reactant | 7-(4-Chlorophenyl)-4,5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile | HCID 136102889 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(Chloroacetyl)-7-(4-chlorophenyl)-4.5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile | HCID 15101089 | — |
Reaction Steps
A 10 g portion of 7-(4-chlorphenyl)-4,5-dihydro-6-methylpyrazol[1,5-a]pyrimidine-3-carbonitrile and 9 g of [1,8-bis(dimethylamino)naphthalene, N,N,N',N'-tetramethyl-1,8-naphthalenediamine] in 300 ml of dry tetrahydrofuran under nitrogen was mixed and 6 ml of chloroacetyl chloride in 70 ml of dry tetrahydrofuran was added over 15 minutes with stirring. The mixture was stirred at reflux for 5.5 hours, then at room temperature overnight and then filtered. The filtrate was concentrated to an oil. This oil was triturated with ether, the solid collected and dried, giving 10 g of the desired intermediate, mp 138°-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05219857 |
| Source dataset | uspto-grants-1993_06 |
| ORD ID | ord-3b6fd430df7c40d0a7a25c5c91e85f41 |
| Source note | uspto-grants-1993_06 |