4-Amidinobenzamide Hydrochloride → HCID 15564073, compound

HRID 1448435Notes

Reaction equation

HRID 1448435 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[CH:14]OCC)[CH:12]=O)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].Cl.[C:19]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH2:28])=[O:27])=[CH:24][CH:23]=1)(=[NH:21])[NH2:20].C[O-].[Na+]>CO>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:12]=[N:20][C:19]([C:22]3[CH:30]=[CH:29][C:25]([C:26]([NH2:28])=[O:27])=[CH:24][CH:23]=3)=[N:21][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 27242934-Amidinobenzamide HydrochlorideHCID 10942334Sodium MethoxideHCID 540230723-Ethoxy-2-(p-butylphenyl)acrolein

Product 1

HCID 15564073HCID 15564073, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

74.2 G. of 2-(4-n-butylphenyl)-3-ethoxy-acrolein, 77.8 g. of the 4-amidinobenzoic acid amide hydrochloride described earlier and 0.546 mol of sodium methylate (obtained by dissolving 12.55 g. of sodium metal in methanol) are suspended in 2500 ml. of methanol and stirred overnight at room temperature under an atmosphere of nitrogen. The yellow suspension is subsequently removed by filtration, washed with a small amount of ethanol and suspended in 4 liters of ether for further purification. The suspension is washed with water and then filtered again. Sparingly soluble 4-[5-(4-n-butylphenyl)-2-pyrimidinyl] benzoic acid amide is obtained.

Workup

  1. customThe yellow suspension is subsequently removed by filtration
  2. washwashed with a small amount of ethanol
  3. customsuspended in 4 liters of ether for further purification
  4. washThe suspension is washed with water
  5. filtrationfiltered again

Sources & evidence

ORD record
ord-d84327ea13cf4aba93d4d44cf46a0040
Source dataset
uspto-grants-1979_12
Patent number
US04180475

Reaction notes

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