(2-Fluoro-benzyl)-hydrazine

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(2-Fluoro-benzyl)-hydrazine manufacturers

(2-Fluoro-benzyl)-hydrazine Basic information
Product Name:(2-Fluoro-benzyl)-hydrazine
Synonyms:1-Fluoro-2-(hydrazinomethyl)benzene;[(2-fluorophenyl)methyl]hydrazine;(2-Fluorobenzyl)hydrazine (HCl forM);1-fluoro-1-(phenylmethyl)hydrazine;Hydrazine, [(2-fluorophenyl)methyl]-;(2-Fluoro-benzyl)-hydrazine
CAS:51859-98-4
MF:C7H9FN2
MW:140.16
EINECS:
Product Categories:Riociguat
Mol File:51859-98-4.mol
(2-Fluoro-benzyl)-hydrazine Structure
(2-Fluoro-benzyl)-hydrazine Chemical Properties
Boiling point 265.8±23.0 °C(Predicted)
density 1.144±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka6.74±0.10(Predicted)
form liquid
color Clear, colourless
InChIInChI=1S/C7H9FN2/c8-7-4-2-1-3-6(7)5-10-9/h1-4,10H,5,9H2
InChIKeyOOMBRKGIWITBLL-UHFFFAOYSA-N
SMILESN(CC1=CC=CC=C1F)N
Safety Information
HS Code 2928009090
MSDS Information
(2-Fluoro-benzyl)-hydrazine Usage And Synthesis
Uses2-Fluorobenzylhydrazine has been used as a reactant for the synthesis of acylamino substituted benzylbenzohydrazide derivatives.
Synthesis
2-Fluorobenzyl bromide

446-48-0

(2-FLUORO-BENZYL)-HYDRAZINE

51859-98-4

The general procedure for the synthesis of 2-fluorobenzyl hydrazine from 2-fluorobenzyl bromide was as follows: 190 g (1.0 mol) of 2-fluorobenzyl bromide was slowly added to a 2 L ethanol solution containing 250 g (5.0 mol) of hydrazine hydrate and 137 g (1.0 mol) of potassium carbonate under stirring conditions. The reaction mixture was stirred continuously at room temperature for 48 hours. After completion of the reaction, the reaction mixture was concentrated by distillation under reduced pressure. The residue was extracted with ether to separate the organic phase. The organic phase was dried over anhydrous sodium sulfate and concentrated again under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to give 109 g (76% yield) of 2-fluorobenzylhydrazine.

References[1] Journal of Medicinal Chemistry, 1995, vol. 38, # 19, p. 3884 - 3888
[2] Patent: WO2005/97784, 2005, A1. Location in patent: Page/Page column 70-71
[3] Patent: US2012/196861, 2012, A1
[4] Patent: US2012/196862, 2012, A1
[5] Patent: US2014/357637, 2014, A1. Location in patent: Paragraph 1226
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