Methanol → HCID 20360785, compound

HRID 2082813Notes

Reaction equation

HRID 2082813 reaction equation
[O:1]1[CH2:18][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)[CH:8]=[CH:9][CH:10]=1.CO.[CH:21]([NH2:24])([CH3:23])[CH3:22]>CCOCC>[OH:1][CH:2]([CH2:18][NH:24][CH:21]([CH3:23])[CH3:22])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)[CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6363IsopropylamineHCID 20360753HCID 20360753, compound

Product 1

HCID 20360785HCID 20360785, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stirred mixture of 6-[3-(2,3-epoxypropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone (10 g, 0.04 mole), methanol (100 ml), and isopropylamine (20.8 ml, 0.24 mole) was heated under reflux for 90 minutes. Evaporation of the solution under reduced pressure gave a white solid which, when treated with ether, gave crude 6-[3-(2-hydroxy-3-isopropylaminopropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone (11.7 g, 94%, m.p. 137°-141° C). The hemisulphate, recrystallised from aqueous methanol-ether, had m.p. 256°-258° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 90 minutes
  3. customEvaporation of the solution under reduced pressure
  4. customgave a white solid which, when

Sources & evidence

ORD record
ord-1b895ace322b4ad6b2ebb7d5ea54ada5
Source dataset
uspto-grants-1978_04
Patent number
US04082843

Reaction notes

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