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4-Ethylphenylhydrazine hydrochloride

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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
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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)
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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

MSDS

  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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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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