39684-61-2

Basic information

• Product Name: (Z)-alpha-(methoxyimino)furan-2-acetic acid
• Synonyms: (Z)-alpha-(methoxyimino)furan-2-acetic acid;(Z)-ALPHA-(Methoxyimino)-2-(2-furyl)-acetic acid;α-[(Z)-Methoxyimino]-2-furanacetic acid;Cefuroxime sodium impurity I
• CAS NO: 39684-61-2
• Molecular Formula: C₇H₇NO₄
• Molecular Weight: 169.13478
• EINECS: 254-591-7
• Mol File: 39684-61-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 284.694 °C at 760 mmHg
• Flash Point: 125.979 °C
• Appearance: /
• Density: 1.32 g/cm³
• PKA: 2.79±0.41(Predicted)
• CAS DataBase Reference: (Z)-alpha-(methoxyimino)furan-2-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-alpha-(methoxyimino)furan-2-acetic acid(39684-61-2)
• EPA Substance Registry System: (Z)-alpha-(methoxyimino)furan-2-acetic acid(39684-61-2)

Safety Data

• Hazardous Substances Data: 39684-61-2(Hazardous Substances Data)

Usage

Description

(Z)-alpha-(methoxyimino)furan-2-acetic acid, also known as (Z)-2-(Furan-2-yl)-2-(methoxyimino)acetic Acid, is an organic compound with the chemical formula C6H5NO4. It is a key intermediate in the synthesis of various pharmaceutical compounds, particularly in the production of antibiotics.

Uses

Used in Pharmaceutical Industry:
(Z)-alpha-(methoxyimino)furan-2-acetic acid is used as a key intermediate in the synthesis of Cefuroxime Sodium, a widely used antibiotic. It plays a crucial role in the industrialization process of this antibiotic, contributing to its production and availability for medical use.

Upstream product

• 1467-70-5 furan-2-yl-oxo-acetic acid 
• 593-56-6 N-methoxylamine hydrochloride 
• 67-62-9 O-Methylhydroxylamin 

Downstream Products

• 74709-49-2 (6R,7S)-7-{2-Furan-2-yl-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester 

Relevant articles and documents

Method for synthesizing (Z)-2-(alpha-methoxyimino)furanylacetic acid ammonium

The invention belongs to the technical field of medical intermediate preparation, and particularly relates to a method for synthesizing (Z)-2-(alpha-methoxyimino)furanylacetic acid ammonium. The method comprises the following steps that 1, 2-oxo-2-furanylacetic acid and heavy metal salt are dissolved in water, an aqueous methoxyamine solution or aqueous methoxyamine salt solution is added at the temperature of 0 DEG C-10 DEG C, and the pH is regulated to 2.5-3.5; 2, heat preservation is performed for 2-7 h at the temperature of 5 DEG C-10 DEG C, and a 2-(alpha-methoxyimino)furanylacetic acid solution is obtained; 3, the pH of the 2-(alpha-methoxyimino)furanylacetic acid solution is regulated to 0.1-1.5 by adopting inorganic acid, the temperature is controlled at 15 DEG C-25 DEG C, extraction is performed through organic solvent, and organic phases are combined; 4, ammonia gas or liquid ammonia is introduced into the organic phases at the temperature of 0 DEG C-10 DEG C, the pH is regulated to 6.5-7.5, heat preservation is performed for 0.5-1.5 h to obtain a crude product, and after decoloration, concentration and crystallization are performed, the product is obtained. The method is high in yield and good in product quality.