Ammonia → HCID 54161562, compound

HRID 5807Notes

Reaction equation

HRID 5807 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C@H:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.O1[CH:21]=[CH:20][C:19](=[O:22])[CH:18]=[CH:17]1.Cl.N>O>[CH3:15][C@H:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:1]3[CH:21]=[CH:20][C:19](=[O:22])[CH:18]=[CH:17]3)=[CH:3][CH:4]=2)=[N:13][NH:12][C:11](=[O:14])[CH2:10]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 79684H-pyran-4-oneHCID 10465484(R)-6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 54161562HCID 54161562, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of (R)-6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (100 mg), 4H-pyran-4-one (52 mg) and hydrochloric acid (0.1N, 1 ml) in water (1.3 ml) was stirred under reflux under nitrogen for 3 hours. Aqueous ammonia (880, 0.01 ml) was added to the cooled reaction mixture to afford the title compound which was collected, washed with water and dried, 91 mg, m.p. 257°-8° C. (softens 120° C.), [α]D25 =-369.5° (1.07% in dimethylformamide).

Workup

  1. temperatureunder reflux under nitrogen for 3 hours

Sources & evidence

ORD record
ord-1945fdf2a7b44ef385a20f3f04cdd9c1
Source dataset
uspto-grants-1993_09
Patent number
US05246928

Reaction notes

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