Isopropylamine → HCID 21450250, compound

HRID 596670Notes

Reaction equation

HRID 596670 reaction equation
[O:1]1[CH2:18][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)=[CH:7][CH:6]=1.[CH:19]([NH2:22])([CH3:21])[CH3:20]>CO>[OH:1][CH:2]([CH2:18][NH:22][CH:19]([CH3:21])[CH3:20])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 21450231HCID 21450231, compound

Product 1

HCID 21450250HCID 21450250, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the 6-[4-(2,3-epoxypropoxy)phenyl]-4,5dihydro-3(2H)-pyridazinone (38.37 g, 0.156 mole), isopropylamine (80 ml, 0.94 mole), and methanol (380 ml) was stirred under reflux for one hour, and then evaporated under reduced pressure to give 6-[4-(2-hydroxy-3-isopropylaminopropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone (47.59 g, 100%), m.p. 108°-113° C. The hydrochloride, crystallised from a mixture of 2-propanol, ethanol and ether, had m.p. 195°-200° C.

Workup

  1. temperatureunder reflux for one hour
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-669dad67a0724278af4007c1ec5f3865
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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