4-Amidinobenzamide Hydrochloride → HCID 13980725, compound

HRID 1833719Notes

Reaction equation

HRID 1833719 reaction equation
Cl.[C:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH2:11])=O)=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].[CH2:14]([C:20](=[CH:23]OCC)[CH:21]=O)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C[O-].[Na+].C(C1C=CN=C(C2C=CC(C(N)=O)=CC=2)N=1)CCCCC>CCOCC.CO>[CH2:14]([C:20]1[CH:21]=[N:3][C:2]([C:5]2[CH:13]=[CH:12][C:8]([C:9]#[N:11])=[CH:7][CH:6]=2)=[N:4][CH:23]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

7

Reactant 4

HCID 27242934-Amidinobenzamide HydrochlorideHCID 10942334Sodium MethoxideHCID 541836714-(4-n-Hexylpyrimid-2-yl)benzoic acid amideHCID 542364922-n-Hexyl-3-ethoxy-acrolein

Product 1

HCID 13980725HCID 13980725, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 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 under an atmosphere of nitrogen at room temperature. The precipitate obtained by dilution of the mixture with 3 liters of ether is removed by filtration, washed with water until neutral and dried at 40° C. in a vacuum drying cupboard, whereby there are obtained 17.9 g. of 4-(4-n-hexylpyrimid-2-yl)-benzoic acid amide; melting point 231.6°-233.0° C.

Workup

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

Sources & evidence

ORD record
ord-b907bcba3d7842af9e7f22903920fa86
Source dataset
uspto-grants-1978_01
Patent number
US04066570

Reaction notes

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