212248-62-9

Basic information

• Product Name: 1-(4-Hydrazinophenyl)methyl-1,2,4-triazole
• Synonyms: 1-(4-hydrazinophenyl)methyl-1,2,4-triazole;4-1H-1,2,4-TRIAZOL-1-YLMETHYL]PHENYLHYDRAZINE DIHYDROCHLORIDE;4-[1H-1,2,4-Triazole-1-YlMethyl]PhenylHydrazineHcl;1H-1-[(4-Aminophenyl)Methyl]-[1,2,4]-Triazole dihydrochloride;4-(1H-1,2,4-triazole-1-yl methyl ) phenyl hydrazine dihydrochloride;4-(1H-1,2,4-Triazol-l-yl Methyl) Phenylhydrazine Dihydrochloride;1-(4-Hydrazinylbenzyl)-1H-1,2,4-triazole;1-(4-Hydrazinobenzyl)-1H-1,2,4-triazole Dihydrochloride
• CAS NO: 212248-62-9
• Molecular Formula: C9H11N5
• Molecular Weight: 189.22
• Mol File: 212248-62-9.mol

Chemical Properties

• Boiling Point: 479.9 °C at 760 mmHg
• Flash Point: 244.1 °C
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• Stability: Hygroscopic
• CAS DataBase Reference: 1-(4-Hydrazinophenyl)methyl-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Hydrazinophenyl)methyl-1,2,4-triazole(212248-62-9)
• EPA Substance Registry System: 1-(4-Hydrazinophenyl)methyl-1,2,4-triazole(212248-62-9)

Safety Data

• Hazardous Substances Data: 212248-62-9(Hazardous Substances Data)

Usage

Uses

1-(4-Hydrazinylbenzyl)-1H-1,2,4-triazole can be used as an antimigraine drug.

Upstream product

• 1092370-41-6 4-(1,2,4-triazol-1-yl-methyl)phenyl-diazonium chloride 
• 144035-22-3 4-(1,2,4-triazol-1-ylmethyl)phenylhydrazine 
• 119192-10-8 4-(1H-1,2,4-triazol-1-ylmethyl)aniline 

Downstream Products

• 144035-23-4 2-<5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl>ethylamine 

Relevant articles and documents

PROCESS FOR THE LARGE SCALE PRODUCTION OF RIZATRIPTAN BENZOATE

The present invention provides a method for preparing pure Rizatriptan benzoate having purity more than 99.5% and dimer impurity less than 0.1% comprises, i) Condensation of 1,2,4-Triazole with 4-Nitro benzyl bromide to yield l-(4-nitrophenyl) methyl-1,2,4- triazole ii) Reducing the l-(4-nitrophenyl) methyl-1,2,4-triazole to give l-(4- aminophenyl) methyl-1,2,4-triazole iii) Converting l-(4-aminophenyl) methyl-1,2,4-triazole to l-(4-hydrazinophenyl) methyl-1,2,4-triazole hydrochloride iv) Condensing the hydrazine derivative with 4-(Dimethylamino) butanal diethylacetal to get Rizatriptan and v) Salification of Rizatriptan to Rizatriptan benzoate.

CONVERSION OF AROMATIC DIAZONIUM SALT TO ARYL HYDRAZINE

The present invention relates to the preparation of aryl hydrazines and their salts by treating aryl diazonium salts with triphenyl phosphine followed by hydrolysis of the resulting triphenyl-aryl hydrazyl phosphonium salt to get aryl hydrazine or its sal

PROCESS FOR PREPARING RIZATRIPTAN

In particular, rizatriptan or a pharmaceutically acceptable salt thereof, which includes a) Preparation of the diazonium salt of the aniline hydrochloride (II); followed by reduction and acidification to give the hydrazine (III); b) reaction in situ of the hydrazine hydrochloride (III) with α-keto-δ-valerolactone, to give the hydrazone (IV); c) Fischer indole reaction of the hydrazone (IV), to give the pyranoindolone (V), optionally followed by a hydrolysis reaction to give (VI); d) Transesterification of (V) or esterification of its hydrolysis product (VI), to give (VII), where R means straight or branched C1-C4 alkyl chain; e) Conversion of the hydroxyl group of (VII) into dimethylamino, to give the indolecarboxylate (VIII), where R has the meaning defined above; f) Saponification of the 2-carboalkoxy group of (VIII) to give indolecarboxylic acid (IX); and g) Decarboxylation of the indolecarboxylic acid (IX) to give rizatriptan and, eventually, to obtain a pharmaceutically acceptable salt thereof. The invention also relates to synthesis intermediates to obtain rizatriptan.