14359-97-8

Basic information

• Product Name: 1-hydrazino-3-(methylthio)propan-2-ol
• Synonyms: 1-hydrazino-3-(methylthio)propan-2-ol;1-Hydrazino-3-methylthio-2-propanol;Einecs 238-332-5;1-hydrazinyl-3-(Methylthio)-2-Propanol;1-hydrazinyl-3-(methylthio)propan-2-ol;Nifuratel Impurity 9;2-propanol,1-hydrazinyl-3-(methylthio)
• CAS NO: 14359-97-8
• Molecular Formula: C₄H₁₂N₂OS
• Molecular Weight: 136.21588
• EINECS: 238-332-5
• Mol File: 14359-97-8.mol

Chemical Properties

• Boiling Point: 339.127 °C at 760 mmHg
• Flash Point: 158.898 °C
• Appearance: /
• Density: 1.146 g/cm³
• Vapor Pressure: 6.3E-06mmHg at 25°C
• Refractive Index: 1.538
• PKA: 13.98±0.20(Predicted)
• CAS DataBase Reference: 1-hydrazino-3-(methylthio)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydrazino-3-(methylthio)propan-2-ol(14359-97-8)
• EPA Substance Registry System: 1-hydrazino-3-(methylthio)propan-2-ol(14359-97-8)

Safety Data

• Hazardous Substances Data: 14359-97-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Synthesis

Add 226.25g hydrazine hydrate to 1000ml reaction flask, heat to 90℃, and add 104.17g of glycidyl ether under stirring. The temperature of the reaction system was controlled at 90℃, and then the excess hydrazine hydrate was concentrated under reduced pressure to obtain 120.10g thick colorless liquid. The purity of the gas phase was 96.8%, namely 1-hydrazino-3-(methylthio)propan-2-ol, and the yield was 88.30%.

InChI:InChI=1/C4H12N2OS/c1-8-3-4(7)2-6-5/h4,6-7H,2-3,5H2,1H3

Upstream product

• 23451-66-3 1-chloro-3-methylsulfanyl-propan-2-ol 
• 45378-62-9 1-methylthio propylene oxide 

Downstream Products

• 25517-72-0 3-amino-5-[(methylthio)methyl]oxazolidin-2-one 

Relevant articles and documents

Preparation method of nifuratel intermediate

The invention provides a preparation method of a nifuratel intermediate. The preparation method comprises the following steps: (1) reacting sodium methyl mercaptide with epoxy chloropropane to prepare 2-(methylthio methyl)-oxetane; (2) dropwise adding 2-(methylthio methyl)-oxetane into hydrazine hydrate to prepare 3-methylthio-2-hydroxy-propyl hydrazine; (3) adding diethyl carbonate into 3-methylthio-2-hydroxy-propyl hydrazine to prepare a nifuratel intermediate, namely N-amino-5-methylthio methyl-2-oxazolidinone; and (4) salifying the prepared N-amino-5-methylthio methyl-2-oxazolidinone and concentrated hydrochloric acid to prepare the nifuratel intermediate hydrochloride. According to the preparation method of the nifuratel intermediate, disclosed by the invention, the nifuratel intermediate can be conveniently and quickly obtained, and the obtained nifuratel intermediate is high in yield, high in purity and stable in quality.

Industrial preparation method of nifuratel

The invention provides a preparation method of nifuratel. The preparation method comprises the following steps: (1) reacting sodium methyl mercaptide with epoxy chloropropane to prepare 2-(methylthiomethyl)-oxetane; (2) dropwise adding the 2-(methylthiomethyl)-oxygen heterocyclic propane into hydrazine hydrate, so as to prepare 3-methylthio-2-hydroxyl-propyl hydrazine; (3) adding diethyl carbonate into the 3-(methylthio-2-hydroxy)-propyl hydrazine, so as to prepare N-amino-5-(methylthiomethyl)-2-oxazolidinone; and (4) hydrolyzing the 5-nitrofuran formaldehyde diacetate in the presence of dilute acid to obtain a 5-nitrofurfural solution; under a dark condition, adding the prepared N-amino-5-methylthiomethyl-2-oxazolidinone into a 5-nitrofurfural solution, reacting at room temperature to obtain a nifuratel crude product, and recrystallizing and purifying to obtain a nifuratel pure product.

Preparation process of anti-infective drug nifuratel

The invention belongs to the technical field of drug synthesis and in particular relates to a preparation process of an anti-infective drug nifuratel. The preparation process comprises the following steps: taking iodomethane, sodium sulfide and chlorocyclopropane as initial raw materials to obtain epoxy propyl methyl sulfide, carrying out ring-opening reaction with hydrazine hydrate to obtain 3-methylmercapto-2-hydroxyl-propylhydrazine, carrying out a ring-closure reaction to obtain N-amino-5-methylthiomethyl-2-oxazolidinone, hydrolyzing 5-nitro furfural diacetate in the presence of trifluoroacetic acid to obtain 5-nitro-2-furancarboxaldehyde, and performing condensation with N-amino-5-methylthiomethyl-2-oxazolidinone, thereby obtaining the nifuratel. Safe and cheap reagents are selected in the process route, and environment hazards are reduced. Meanwhile, the operating difficulty and reaction after-treatment burdens are reduced, the production safety is ensured, the process is a simple, green and economic process route for preparing the nifuratel, and the obtained product is high in yield, excellent in purity and suitable for large-scale industrial production of the nifuratel.

Method for producing 3-methylthio-2-hydroxy-propylhydrazine from epoxy propyl dimethyl sulfide residues

The invention belongs to the technical field of organic residue recovery and particularly relates to a method for producing 3-methylthio-2-hydroxy-propylhydrazine from epoxy propyl dimethyl sulfide residues. The method comprises the steps as follows: epoxy propyl dimethyl sulfide residues and hydrazine hydrate are subjected to a hydrazinolysis reaction in the presence of a catalyst, a reaction liquor is extracted with an organic solvent, reduced pressure distillation is performed, and 3-methylthio-2-hydroxy-propylhydrazine is obtained. The method comprises simple reaction steps and is easy tocontrol and operate, short in production cycle and prone to industrial production. The epoxy propyl dimethyl sulfide residues are reutilized, waste is changed into wealth, resources are saved, environmental pollution is reduced, and the method has good economic benefits.

A method for synthesizing micromolecule

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Nifuratel method for the preparation of

The invention relates to a method for preparing nifuratel. The method comprises the steps of (1) synthesizing 2-(methylmercapto-methyl)-oxacyclopropane through epoxy chloropropane and sodium methyl mercaptide; (2) generating reaction between hydrazine hydrate and the 2-(methylmercapto-methyl)-oxacyclopropane to synthesize 3-methylmercapto-2-hydroxy-propyl hydrazine; (3) generating reaction between diethyl carbonate and 3-methylmercapto-2-hydroxy-propyl hydrazine to prepare N-amino-5-methylmercapto-methyl-2-oxazolidinone; (4) hydrolyzing 5-nitrofuran formaldehyde diacetate ester under an acidic condition to prepare 5-nitro-2-furaldehyde; (5) generating reaction between the 5-nitro-2-furaldehyde and the N-amino-5-methylmercapto-methyl-2-oxazolidinone obtained in the step (3) to obtain the nifuratel, wherein in the step (1), 15-crown ether-5 is used as a catalyst, so that the conversion rate is high; no organic solvent is used during posttreatment of a product, and the posttreatment is simple.