o-Fluorobenzaldehyde → HCID 12448678, compound

HRID 1076857Notes

Reaction equation

HRID 1076857 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH2:10]([O:12][C:13](=[O:18])[CH2:14][C:15](=[NH:17])[NH2:16])[CH3:11]>C(O)C>[CH2:10]([O:12][C:13]([C:14]1[CH:4]([C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=2[F:1])[C:14]([C:13]([O:12][CH2:10][CH3:11])=[O:18])=[C:15]([NH2:16])[NH:17][C:15]=1[NH2:16])=[O:18])[CH3:11]

Participants

4

Reactant 2

HCID 67970o-FluorobenzaldehydeHCID 4599837Carbamimidoyl-acetic acid ethyl ester

Product 1

HCID 12448678HCID 12448678, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon boiling a solution of 6.2 g 2-fluorobenzaldehyde and 13.0 g amidinoacetic acid ethyl ester in 150 ml ethanol for 1 hour, 2,6-diamino-4-(2-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester of m.p. 128° - 130°C (ethanol) is obtained. Yield: 49% of theory.

Workup

  1. customfor 1 hour

Sources & evidence

ORD record
ord-f72d9f05fe164fddbf9a35c719ca638e
Source dataset
uspto-grants-1976_05
Patent number
US03957998

Reaction notes

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