4-(4-Methoxyphenyl)but-3-en-2-one → HCID 12391099, compound

HRID 1729689

Reaction equation

HRID 1729689 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9](=O)[CH3:10])=[CH:5][CH:4]=1.[CH2:14]([O:16][C:17](=[O:22])[CH2:18][C:19](=[NH:21])[NH2:20])[CH3:15]>C(O)C>[CH2:14]([O:16][C:17]([C:18]1[CH:7]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:13][CH:12]=2)[CH:8]=[C:9]([CH3:10])[NH:21][C:19]=1[NH2:20])=[O:22])[CH3:15]

Participants

4

Reactant 2

HCID 954144-(4-Methoxyphenyl)but-3-en-2-oneHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 12391099HCID 12391099, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Heating a solution of 17.5 g of 4-methoxybenzylideneacetone and 13.0 g of amidinoacetic acid ethyl ester in 150 ml of ethanol for 2 hours yields 2-amino-6-methyl-4-(4-methoxyphenyl)-1,4-dihydropyridine-3-carboxylic acid ethyl ester of melting point 160°-161°C (ethanol). Yield: 52 percent theory.

Sources & evidence

ORD record
ord-12e8f636cc38462cb0102bead05fb21b
Source dataset
uspto-grants-1976_11
Patent number
US03989708

Linked notes

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