Sodium hydride → 2,2-Dimethyl-4-(6-hydroxy-3-pyridazinyloxy)-6-cyanochroman

HRID 273751

반응식

HRID 273751 반응식
[H-].[Na+].[CH3:3][C:4]1([CH3:17])[CH2:13][CH:12](Br)[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:15]#[N:16])[CH:10]=2)[O:5]1.[N:18]1[C:23]([OH:24])=[CH:22][CH:21]=[C:20]([OH:25])[N:19]=1>CS(C)=O>[CH3:3][C:4]1([CH3:17])[CH2:13][CH:12]([O:24][C:23]2[N:18]=[N:19][C:20]([OH:25])=[CH:21][CH:22]=2)[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:15]#[N:16])[CH:10]=2)[O:5]1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 102446284-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyranHCID 178516298pyridazine-3,6-diol

생성물 1

HCID 1784267702,2-Dimethyl-4-(6-hydroxy-3-pyridazinyloxy)-6-cyanochroman

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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-chromanone 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 3 days. After customary working up, 2,2-dimethyl-4-(6-hydroxy-3-pyridazinyloxy)- 6-cyanochroman, m.p. 221°-224°, is obtained.

출처 및 근거

ORD 기록
ord-89e94ebffcf6417688bebde04fb45500
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387587

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