84994-24-1

Basic information

• Product Name: MAEM
• Synonyms: MAEM;BENZOTHIAZOL-2-YL-2-(2-AMINOTHIAZOLE-4-YL)-(Z)-2-METHOXYIMINO THIOACETATE;2-Mercaptobenzothiazolyl (Z)-2-(2-Aminothiazole-4-Yl)-2-Methoxyimino Acetate;2-mercaptobenzothiazoly(Z)-(2-aminothiazole-4-yl)-2-methoxyimino acetate;(Benzothazol-2-yl)-2-(2-Aminothiazole-4-yl)-(Z)-2-MethoxyiminoThioacetate;(Z)-2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic acid 2-benzothiazolyl este;Benzothiazol-2-yl (Z)-2-methoxyimino-2-(2-aminothiazole-4-yl)thioacetate;2-MERCAPTOBENZOTHIAZOLEYL(Z)-2-AMINOTHIAZOL-4-YL-2-METHOXYIMINO ACETATE(MAEM)
• CAS NO: 84994-24-1
• Molecular Formula: C13H10N4O2S3
• Molecular Weight: 350.44
• EINECS: 279-540-6
• Product Categories: Amines;Cefotaxime;Ceftriaxone
• Mol File: 84994-24-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 126-130℃
• Boiling Point: 563.2°C at 760 mmHg
• Flash Point: 294.4°C
• Appearance: /
• Density: 1.63g/cm³
• Vapor Pressure: 1.04E-12mmHg at 25°C
• Refractive Index: 1.8
• PKA: 1.30±0.10(Predicted)
• CAS DataBase Reference: MAEM(CAS DataBase Reference)
• NIST Chemistry Reference: MAEM(84994-24-1)
• EPA Substance Registry System: MAEM(84994-24-1)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:
• Hazardous Substances Data: 84994-24-1(Hazardous Substances Data)

Usage

General Description

MAEM, or N-Methyl-4-azido-2,3,5,6-tetrafluorobenzenesulfonamide, is a chemical compound with potential applications in the field of materials science and organic synthesis. It is often used as a reagent for introducing azido groups into various organic molecules, making it useful for functionalizing different compounds. MAEM is a highly reactive and versatile compound that has the potential to be useful in the development of new materials and the synthesis of complex organic molecules. It is also an important building block in the field of chemical biology, where azido groups are used as molecular probes to study biological systems. Additionally, MAEM has the potential for use in the development of new pharmaceuticals and agrochemicals due to its unique chemical properties.

InChI:InChI=1/C13H10N4O2S3/c1-19-17-10(8-6-20-12(14)15-8)11(18)22-13-16-7-4-2-3-5-9(7)21-13/h2-6H,1H3,(H2,14,15)/b17-10-

Synthetic route

2-methoxyimino-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazole ester (84994-24-1) + 7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid → cefteram (82547-58-8)

Conditions	Yield
With sodium metabisulfite; triethylamine In methanol; dichloromethane at 0℃; for 3h;	89.1%

7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid + 7-amino-3-[(E)-2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid + 2-methoxyimino-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazole ester (84994-24-1) → 7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt (104146-53-4) + 7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt (104146-16-9)

Conditions

Yield

Stage #1: 7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid; 7-amino-3-[(E)-2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid; 2-methoxyimino-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazole ester With triethylamine In water; acetone at 0 - 15℃; for 3 - 4h; Stage #2: With sodium 2-ethylhexanoic acid In water; acetone at 20 - 25℃; for 1h; Product distribution / selectivity;

Downstream Products

• 104146-53-4 7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt 
• 104146-16-9 7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(E)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt 
• 82547-58-8 cefteram