4-METHOXYBENZAMIDINE, HYDROCHLORIDE Chemical Properties

Melting point:

218-220°C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Water (Slightly)

form 

Solid

color 

White to Off-White

λmax

261nm(H2O)(lit.)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2916310090

4-METHOXYBENZAMIDINE, HYDROCHLORIDE Usage And Synthesis

Chemical Properties

Off-White Crystalline Solid

Uses

4-Methoxybenzamidine Hydrochloride (cas# 51721-68-7) is a compound useful in organic synthesis.

Synthesis

General procedure for the synthesis of 4-methoxybenzenecarbamidine hydrochloride from 4-methoxybenzyl cyanide: 4-methoxybenzyl cyanide (2.1 g, 15.7 mmol) was mixed with sodium methanolate (86 mg, 1.57 mmol) in 20 mL of anhydrous methanol, and the reaction was stirred for 48 hours at room temperature. Subsequently, ammonium chloride (0.84 g, 15.7 mmol) was added to the reaction system and stirring was continued for 24 hours. After completion of the reaction, the precipitate was collected by filtration, washed with ether and dried under vacuum to afford the target product 4-methoxybenzenecarboximidamide hydrochloride (1.3 g, 44.5% yield). Mass spectrum (ESI) m/z: 151.1 ([M+H]+).

References

[1] European Journal of Medicinal Chemistry, 2018, vol. 150, p. 783 - 795
[2] Journal of the American Chemical Society, 1985, vol. 107, # 9, p. 2743 - 2748
[3] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 3, p. 613 - 623
[4] Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 4, p. 933 - 940
[5] Patent: US6218538, 2001, B1

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