Tert-Butylamine → HCID 20360744, compound

HRID 1579278Notes

Reaction equation

HRID 1579278 reaction equation
[O:1]1[CH2:19][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:12]2[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=2)[CH:8]=[CH:9][C:10]=1[CH3:11].[C:20]([NH2:24])([CH3:23])([CH3:22])[CH3:21]>CCOCC>[C:20]([NH:24][CH2:19][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:12]2[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=2)[CH:8]=[CH:9][C:10]=1[CH3:11])([CH3:23])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 20360773HCID 20360773, compound

Product 1

HCID 20360744HCID 20360744, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stirred mixture of 6-[3-(2,3-epoxypropoxy)-4-methylphenyl]-4,5-dihydro-3(2H)-pyridazinone (3.3 g, 0.013 mole) methanol (33 ml) and t-butylamine (8 ml, 0.076 mole) was heated under reflux for 75 minutes. Evaporation of the solution under reduced pressure gave a gum which when treated with ether, solidified 4.27 g, 100%, m.p. 153°-158°C. 6-[3-(3-t-Butylamino-2-hydroxypropoxy)-4-methylphenyl]-4,5-dihydro-3(2H)-pyridazinone was purified as its hemisulphate m.p. 274°-276°C (decomposition), which recrystallised from aqueous ethanol had m.p. 275°-277°C (decomposition).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 75 minutes
  3. customEvaporation of the solution under reduced pressure
  4. customgave a gum which when
  5. custom6-[3-(3-t-Butylamino-2-hydroxypropoxy)-4-methylphenyl]-4,5-dihydro-3(2H)-pyridazinone was purified as its hemisulphate m.p. 274°-276°C (decomposition), which
  6. customrecrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-92e97d0e77a24f43a5806bcf12940ff1
Source dataset
uspto-grants-1976_01
Patent number
US03931177

Reaction notes

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