Tert-Butylamine → HCID 21450288, compound

HRID 596684Notes

Reaction equation

HRID 596684 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:13]2[CH2:14][CH2:15][C:16](=[O:19])[NH:17][N:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH:10]1[O:12][CH2:11]1.[C:20]([NH2:24])([CH3:23])([CH3:22])[CH3:21]>>[ClH:1].[C:20]([NH:24][CH2:11][CH:10]([OH:12])[CH2:9][O:8][C:7]1[CH:6]=[CH:5][C:4]([C:13]2[CH2:14][CH2:15][C:16](=[O:19])[NH:17][N:18]=2)=[CH:3][C:2]=1[Cl:1])([CH3:23])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 21450217HCID 21450217, compound

Product 1

HCID 21450288HCID 21450288, compound

Procedure

A stirred mixture of 6-[3-chloro-4-(2,3-epoxypropoxy)-phenyl]-4,5-dihydro-3(2H)-pyridazinone (2.91g, 0.01 mole) methanol (58 ml), and t-butylamine (6.6ml, 0.06 mole) was heated under reflux for 90 minutes. Evaporation of the solution under reduced pressure gave a glassy solid, 3.79g. The hydrochloride (m.p. 229°-238° C decomposition) was recrystallised from ethanol-ether to give pure 6-[4-(3-t-butylamino-2-hydroxypropoxy)-3-chlorophenyl]-4,5-dihydro-3(2H)-pyridazinone hydrochloride m.p. 234°-238° C (decomposition).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 90 minutes
  3. customEvaporation of the solution under reduced pressure
  4. customgave a glassy solid, 3.79g
  5. customThe hydrochloride (m.p. 229°-238° C decomposition) was recrystallised from ethanol-ether

Sources & evidence

ORD record
ord-a28665dfafda4e64afd5fd4d2d28c139
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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