Acetone → HCID 14623684, compound

HRID 1199966Notes

Reaction equation

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

Participants

Conditions

Temperature: 90 °C

Procedure

In a similar manner to Example 3b) a mixture of 6-(4-propionylphenyl)pyridazin-3(2H)-one (2.28 g), formaldehyde (37% solution, 1 ml) and dimethylammonium chloride (1.25 g) in acetic anhydride (8 ml) was stirred at 90° C. for 11/2 hours. The cooled solution was poured into dry acetone (150 ml) and was evaporated to dryness under reduced pressure to afford a yellow oil. Trituration with dry acetone afforded 6-[4-(3-dimethylamino-2-methylpropionyl)phenyl]pyridazin-3(2H)-one hydrochloride (2.12 g), as a white solid.

Workup

customwas evaporated to dryness under reduced pressure
customto afford a yellow oil

Sources & evidence

ORD record: ord-aa5e2c1cc4774dcbb679cc56fd99f18d
Source dataset: uspto-grants-1990_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04904664

Reaction notes

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