4-Ethylphenylhydrazine hydrochloride
4-Ethylphenylhydrazine hydrochloride Basic information
- Product Name:
- 4-Ethylphenylhydrazine hydrochloride
- Synonyms:
-
- 3-BROMO-4-PYRIDINYLAMINE
- 3-BROMO-4-PYRIDINEAMINE
- 3-BROMOPYRIDIN-4-AMINE
- 3-BROMO-PYRIDIN-4-YLAMINE
- 1-(4-ETHYLPHENYL)HYDRAZINE HYDROCHLORIDE
- N'-(4-ETHYL-PHENYL)-HYDRAZINIUM, CHLORIDE
- TIMTEC-BB SBB005537
- 1-Ethyl-4-hydrazinobenzene hydrochloride
- CAS:
- 53661-18-0
- MF:
- C8H13ClN2
- MW:
- 172.66
- EINECS:
- 674-306-3
- Mol File:
- 53661-18-0.mol
4-Ethylphenylhydrazine hydrochloride Chemical Properties
- Melting point:
- 67-71 °C
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- White to off-white Solid
- CAS DataBase Reference
- 53661-18-0(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-24/25
- Hazard Note
- Irritant
- HazardClass
- IRRITANT, IRRITANT-HARMFUL
- HS Code
- 29280000
4-Ethylphenylhydrazine hydrochloride Usage And Synthesis
Uses
4-Ethylphenylhydrazine, HCl
Synthesis
589-16-2
53661-18-0
The general procedure for the synthesis of 4-ethylphenylhydrazine hydrochloride from 4-ethylaniline is as follows: 150 mL of deionized water and 160 mL of 12 N hydrochloric acid were added to a reaction flask containing 24.2 g (0.2 mol) of 4-ethylaniline. After cooling the reaction mixture to 0°C, 14 g (0.2 mol) of sodium nitrite solution dissolved in 140 mL of water was added slowly and dropwise. The reaction temperature was maintained at 0 °C and after 1 h, 112 g (0.496 mol) of stannous chloride dihydrate solution pre-dissolved in 90 mL of 12 N hydrochloric acid was added to the reaction mixture, controlling the temperature of the reaction not to exceed 10 °C during the addition process. After the addition, the reaction was continued with stirring at 10 °C for 1.5 h. The reaction mixture was cooled to 0 °C and then filtered. Upon completion of the reaction, the reaction mixture was filtered and the brown solid product was collected with a measured melting point of 198°C and 95% yield.
References
[1] Patent: US2004/43995, 2004, A1. Location in patent: Page 13
[2] Journal of Medicinal Chemistry, 1999, vol. 42, # 3, p. 526 - 531
[3] Journal of the Chinese Chemical Society, 2018, vol. 65, # 5, p. 538 - 547
[4] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 137 - 147
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