Tert-Butylamine → HCID 21450244, compound

HRID 596686Notes

Reaction equation

HRID 596686 reaction equation
[O:1]1[CH2:20][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][C:6]=1[O:18][CH3:19].[C:21]([NH2:25])([CH3:24])([CH3:23])[CH3:22]>CO>[C:21]([NH:25][CH2:20][CH:2]([OH: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][C:6]=1[O:18][CH3:19])([CH3:24])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 21450233HCID 21450233, compound

Product 1

HCID 21450244HCID 21450244, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A stirred mixture of 6-[4-(2,3-epoxypropoxy)-3-methoxyphenyl]-4,5-dihydro-3(2H)-pyridazinone (1.2g, 0.0043 mole), methanol (24 ml), and t-butylamine (2.76 ml, 0.026 mole) was heated under reflux for 90 minutes. Evaporation of the solution under reduced pressure gave a glassy residue (1.44g, 95%). The crude hemisulphate of 6-[4-(3-t-butylamino-2-hydroxypropoxy)-3-methoxyphenyl]-4,5-dihydro-3(2H)-pyridazinone (m.p. 266°-268.5° C) was recrystallised from methanol-ether to give the pure hemisulphate m.p. 270°-272° C decomposition.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 90 minutes
  3. customEvaporation of the solution under reduced pressure

Sources & evidence

ORD record
ord-9f567fc75ca24f3abdd0c68d537d17e8
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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