Methanol → HCID 54183671, compound

HRID 461310Notes

Reaction equation

HRID 461310 reaction equation
Cl.[C:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH2:11])=[O:10])=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].[CH2:14]([C:20](=[CH:23]OCC)C=O)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[CH3:27][O-].[Na+].CO>CCOCC>[CH2:15]([C:14]1[CH:20]=[CH:23][N:3]=[C:2]([C:5]2[CH:13]=[CH:12][C:8]([C:9]([NH2:11])=[O:10])=[CH:7][CH:6]=2)[N:4]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH3:27]

Participants

6

Reactant 4

HCID 887MethanolHCID 27242934-Amidinobenzamide HydrochlorideHCID 10942334Sodium MethoxideHCID 54236492HCID 54236492, compound

Product 1

HCID 54183671HCID 54183671, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

0.082 mol of 4-amidino-benzoic acid amide hydrochloride, suspended in a solution of 0.082 mol of 2-n-hexyl-3-ethoxy-acrolein and 0.14 mol of sodium methylate in 150 ml. of methanol, are stirred overnight at room temperature under an atmosphere of nitrogen. The precipitate obtained by diluting the reaction mixture with 3.1 of ether is removed by filtration, washed with water until neutral and dried at 40° in a vacuum drying cabinet, whereby 17.9 g. of 4-(4-n-hexylpyrimid-2-yl)benzoic acid amide are obtained, m.p. 231.6° - 233.0°.

Workup

  1. customThe precipitate obtained
  2. customis removed by filtration
  3. washwashed with water until neutral and
  4. customdried at 40° in a vacuum
  5. customdrying cabinet, whereby 17.9 g

Sources & evidence

ORD record
ord-2384ed2869fd4d3cb928e419bf92b052
Source dataset
uspto-grants-1977_12
Patent number
US04062798

Reaction notes

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