HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2,2-Dimethyl-4-(6-hydroxy-3-pyridazinyloxy)-6-cyanochroman
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran | HCID 10244628 | — |
| Reactant | pyridazine-3,6-diol | HCID 178516298 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2,2-Dimethyl-4-(6-hydroxy-3-pyridazinyloxy)-6-cyanochroman | HCID 178426770 | — |
Reaction Steps
1.2 g of 80% NaH are added to a solution of 2.66 g of 2,2-dimethyl-4-bromo-6-cyanochroman (m.p. 89-92°; obtainable by reduction of 2,2-dimethyl-6-cyano-4-chroma-none with NaBH4 in CH3OH to give oily 2,2-dimethyl-6-cyano-4-chromanol and reaction with PBr3 in toluene at 20°) and 2.5 g of pyridazine-3,6-diol in 70 ml of DMSO and the mixture is stirred at 20° for 3days. After customary working up, 2,2-dimethyl-4-(6-hydroxy-3-pyridazinyloxy)-6-cyanochroman, m.p. 221-224°, is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06153627 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-e2e16735e96941fb9b7814db8a806fdb |
| Source note | uspto-grants-2000_11 |