HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 18176467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-[N-Benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinone | HCID 18176469 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 18176467 | HCID 18176467 | 95% |
Reaction Steps
To a solution of 10.00 g (32 mmol) of 5-[N-benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinone in 100 ml of dichloromethane 3.5 ml (5.5 g, 46 mmol) of thionyl chloride are added dropwise while stirring. If necessary, a catalytic amount of 4-(N,N-dimethyl amino)pyridine is added to the solution. The reaction mixture is boiled for 14 hours, then cooled and evaporated. The evaporation residue is triturated with diethyl ether. The crystals are filtered off and washed with diethyl ether. In this way 9.50 g (95%) of the title compound are obtained with a melting point of 92-93° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602865B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-f256bd3f0be3411b97914b5dd7ee4c4e |
| Source note | uspto-grants-2003_08 |