4-Chlorobenzene-1-carboximidamide hydrochloride
4-Chlorobenzene-1-carboximidamide hydrochloride Basic information
- Product Name:
- 4-Chlorobenzene-1-carboximidamide hydrochloride
- Synonyms:
-
- 4-Chlorobenzamidine hydrochloride ,95%
- 4-Chlorobenzenecarboximidamide hydrochloride, 4-Chlorobenzimidamide hydrochloride
- 4-chlorobenzimidamide hydrochloride
- Benzenecarboximidamide,4-chloro-, hydrochloride (1:1)
- 4-chlorobenzenecarboximidamidemonohydrochloride
- 4-chloro-benzenecarboximidamidmonohydrochloride
- p-chloro-benzamidhydrochloride
- p-chloro-benzamidinmonohydrochloride
- CAS:
- 14401-51-5
- MF:
- C7H8Cl2N2
- MW:
- 191.06
- EINECS:
- 604-389-3
- Product Categories:
-
- pharmacetical
- Mol File:
- 14401-51-5.mol
4-Chlorobenzene-1-carboximidamide hydrochloride Chemical Properties
- Melting point:
- 244 °C
- storage temp.
- Inert atmosphere,Room Temperature
- form
- powder to crystal
- color
- White to Almost white
- CAS DataBase Reference
- 14401-51-5(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi,T
- Risk Statements
- 36/37/38-43-36-25
- Safety Statements
- 26-36-37/39-45-36/37
- RTECS
- CV6136200
- Hazard Note
- Irritant
- HS Code
- 29252900
- Toxicity
- mouse,LD50,intravenous,90mg/kg (90mg/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 16, 1945.
4-Chlorobenzene-1-carboximidamide hydrochloride Usage And Synthesis
Chemical Properties
White solid
Uses
4-Chlorobenzene-1-carboximidamide, HCl
Synthesis
623-03-0
14401-51-5
The general procedure for the synthesis of 4-chlorobenzamidine hydrochloride from p-chlorobenzonitrile was as follows: a THF solution of 1 M LiHMDS (22 mmol) was added to a dry 50 mL reaction flask, followed by the addition of a 2 mL THF solution of p-chlorobenzonitrile (2.76 g, 20.0 mmol). The reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, 5-6N HCl (in isopropanol, 15 mL) was added. The crude reaction mixture was placed at 0°C overnight. The precipitated product was collected by filtration and washed with ether to give 3.5 g (93% yield) of 4-chlorobenzamidine hydrochloride as a white solid with a melting point of 205 °C (literature value: 243-245 °C) (E. Ragona, D. L. Nelson, M. Mares-Guis, J. Amer. Chem. Soc. EPO 1975,97,. 6844-6848). - IR (KBr): ν = 3239, 3054, 1678, 1460, 1401, 1036, 715 cm-1. - 1H NMR (250 MHz, [D6] DMSO): δ = 7.60-7.77 (m, 2H), 7.85-7.97 (m, 2H), 8.4 (br.s, 3H, NH). - 13C NMR (62.9 MHz, [D6] DMSO): δ = 126.79 (Cquat), 129.36 (+), 130.57 (+), 139.1 (Cquat), 165.1 (NCN).
References
[1] European Journal of Organic Chemistry, 2006, # 12, p. 2753 - 2765
[2] Patent: WO2006/94604, 2006, A1. Location in patent: Page/Page column 62; 63; 72; 73
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 17, p. 5235 - 5246
[4] Journal of the American Chemical Society, 1985, vol. 107, # 9, p. 2743 - 2748
[5] Patent: US6218538, 2001, B1
4-Chlorobenzene-1-carboximidamide hydrochloride Preparation Products And Raw materials
Raw materials
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