Name: China Manufacturer Supply Top Purity Methyl 3-amino-2-thiophenecarboxylate CAS 22288-78-4
Brand: Wuhan Fortuna Chemical Co., Ltd.

Methyl 3-amino-2-thiophenecarboxylate, with the Chinese name methyl 3-amino-2-thiophenecarboxylate, is a crucial organic synthetic intermediate that is extensively utilized in the pharmaceutical and pesticide industries. Below is a detailed breakdown of its key information:

Basic Chemical and Physical Properties

Attribute	Details
Chemical Identification	Its CAS number is 22288 - 78 - 4, and common alternative names include 3-amino-2-thiophene carboxylic acid methyl ester and 3-aminothiophen-2-carboxylic acid methyl ester. Its PubChem substance ID is 87562531.
Molecular Basics	The molecular formula is C₆H₇NO₂S, and the molecular weight is 157.19.
Physical Characteristics	It is a white to gray to brown powder or crystal at room temperature. Its melting point ranges from 64.0 to 68.0°C, and its boiling point is 102°C under 0.1 mmHg. It is recommended to store it in a cool and dark place below 15°C, preferably under an inert gas, as it is sensitive to air.
Safety Traits	It is harmful if swallowed, can cause skin irritation and serious eye irritation. When using it, one must avoid eating, drinking, or smoking; wear protective gloves and eye protection; and wash the skin thoroughly after handling. Waste and containers should be disposed of through approved waste treatment facilities.

Synthesis Methods

Traditional Synthetic Route: A common method involves adding sodium methoxide solution, methanol, and methyl mercaptoacetate into a reaction kettle. Then, a methanol solution of dichloropropenenitrile is added dropwise. After stirring, heat preservation, and distilling off methanol, water is added for cooling to obtain crystals, which are then filtered to get the finished product.
Phase - Transfer Catalysis - Assisted Method: It can also be synthesized via the Thorpe cyclization reaction with the help of phase - transfer catalysis. Under different solid - liquid phase - transfer conditions, it is prepared from 3 - hydroxy - 2 - aryl acrylonitriles and thioglycolates. This method optimizes the reaction conditions compared with the traditional heating method with hydrochloric acid and sodium alkoxide.

Main Applications

Pharmaceutical Intermediates: It is a key intermediate for many drugs. For example, it is involved in the synthesis of the drug tenoxicam. Moreover, it can be used to prepare a series of pharmacologically active substances, including antihypertensives, antitumor drugs, anti - HIV - 1 integrase drugs, hepatitis C virus inhibitors, and antithrombotic drugs.
Pesticide Intermediates: It is an important raw material for synthesizing sulfonylurea herbicides such as thifensulfuron - methyl, thiazopyr, and metsulfuron - methyl. These herbicides are widely used in agricultural production for weed control.
Material Synthesis Precursors: Due to the excellent photophysical properties of thiophene - containing compounds, this substance can also be used as a starting material to synthesize various functional materials with luminescent, redox, and nonlinear optical discoloration properties, which are applied in the field of electronic transmission materials.