1-Bromo-2-propanol → 6-(3-Methyl-4-chlorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazine

HRID 973289Notes

Reaction equation

HRID 973289 reaction equation
F[C:2]1C=CC(C2CCC=NN=2)=CC=1.Br[CH2:15][CH:16]([OH:21])[CH2:17][CH2:18]CC.Cl[C:23]1[CH:24]=[C:25]([C:30]2[CH2:31][CH2:32][CH:33]=[N:34][N:35]=2)[CH:26]=[CH:27][C:28]=1[Cl:29].BrCC(O)C.[F:41][C:42]1[CH:47]=[CH:46][C:45]([CH:48]2[CH2:53][CH2:52][CH:51]=[N:50][N:49]2[CH2:54][CH:55]([OH:60])[CH2:56][CH2:57][CH2:58][CH3:59])=[CH:44][CH:43]=1.S1C=CC=C1C1CCC=NN=1.BrCC(O)CC>>[CH3:2][C:23]1[CH:24]=[C:25]([C:30]2[CH2:31][CH2:32][CH2:33][N:34]([CH2:15][CH:16]([OH:21])[CH2:17][CH3:18])[N:35]=2)[CH:26]=[CH:27][C:28]=1[Cl:29].[F:41][C:42]1[CH:43]=[CH:44][C:45]([CH:48]2[CH2:53][CH2:52][CH:51]=[N:50][N:49]2[CH2:54][CH:55]([OH:60])[CH2:56][CH2:57][CH2:58][CH3:59])=[CH:46][CH:47]=1

Participants

9

Reactant 7

HCID 297401-Bromo-2-propanol2×HCID 5201491-Bromo-2-butanolHCID 112175981-Bromohexan-2-ol3×HCID 227511526-(p-Fluorophenyl)-4,5-dihydropyridazinHCID 227511606-(3,4-Dichlorophenyl)-4,5-dihydropyridazinHCID 227511663-(p-Fluorophenyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazinHCID 227511726-(2-Thienyl)-4,5-dihydropyridazin

Product 2

HCID 227511616-(3-Methyl-4-chlorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazineHCID 227511663-(p-Fluorophenyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazin

Procedure

When the above process is carried out using equivalent weights of 6-(p-fluorophenyl)-4,5-dihydropyridazin (2H)-3-one and 1-bromo-2-hexanol, 6-(3,4-dichlorophenyl)-4,5-dihydropyridazin (2H)-3-one-and 1-bromo-2-propanol, 63,4-dichlorophenly)-4,5-dihydropyridazin(2H)-3-one-and 1-bromo-2hexanol, 6-(2-thienyl)-4,5-dihydropyridazin(2H)-3-one and 1-bromo-2-propanol or 6-(2-thienyl)-4,5-dihydropyridazin (2H)-3-one and 1-bromo-2-hexanol in place of the 6-p-chlorophenyl-4,5-dihydropyridazin(2H)-3-one and 1-bromo-2-butanol used therein, there is obtained 6-(p-fluorophenyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazin(2H)-3-one, 6-(3,4-dichlorphenyl)-2-(2-hydroxypropyl)-4,5-dihydropyridazin (2H)-3-one, 6-(3,4-dichlorophenyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazin(2H)-3-one, 6-(2-thienyl)-2-(2-hydroxypropyl)-4,5-dihydropyridazin(2H)-3-one or 6-(2-thienyl)-2-(2-hydroxyhexyl)-4,5-dihydropyridazin(2H)-3-one respectively.

Sources & evidence

ORD record
ord-4f1077ca057640468f1fab6aaaed0af2
Source dataset
uspto-grants-1977_10
Patent number
US04055644

Reaction notes

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