HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 13604739, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 86741905 | HCID 86741905 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13604739 | HCID 13604739 | 58.8% |
Reaction Steps
4.2 g (15 millimoles) of 6-[p-(3-formylpyrrol-1-yl)-phenyl]-5, 6-dihydro-5-methylpyridazin-3-one (Example 1A) were dissolved in 50 ml of ethanol and 20 ml of dimethylformamide (DMF), and 1.15 g (30 millimoles) of sodium borohydride were added. The mixture was stirred for 6 hours at 60° C. (conversion monitored by thin layer chromatography using SiO2 and 9:1 CH2Cl2 /CH3OH), after which 50 ml of water were added, the mixture was extracted with ethyl acetate, the ethyl acetate phase was dried and the solvent was stripped off in a rotary evaporator to give a yellow crystalline solid. Recrystallization from DMF/H2O gave 2.5 g of 6-[p-(3-hydroxymethyl-pyrrol-1-yl)-phenyl]-4, 5-dihydro-5-methylpyridazinone of melting point 184°-186° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04710496 |
| Source dataset | uspto-grants-1987_12 |
| ORD ID | ord-312bdba6e5a84edbb84ba0627b4b97bf |
| Source note | uspto-grants-1987_12 |