• 57683-71-3 Methyl 2-(Aminosulfonyl)benzoate - AMI Scientific
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TCI

CAS 57683-71-3

Methyl 2-(Aminosulfonyl)benzoate TCI M1866

Methyl 2-(Aminosulfonyl)benzoate TCI M1866

Chemical Identity

CAS No.
57683-71-3
PubChem
CID 42546·SID 87559466
Formula
C8H9NO4S
Molecular weight
215.23 g/mol
Purity
>98.0%(HPLC)(N)
Reference databases
ChEBI·ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
methyl 2-sulfamoylbenzoate
SMILES
COC(=O)C1=CC=CC=C1S(=O)(=O)N
InChIKey
VSOOBQALJVLTBH-UHFFFAOYSA-N
Rp 584.850,00
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TCI M1866 Methyl 2-(Aminosulfonyl)benzoate, also known as methyl 2-sulfamoylbenzoate, is an aromatic compound carrying a methyl ester group and a primary sulfonamide group positioned ortho to one another on the benzene ring. This ortho arrangement is highly characteristic and makes the compound an important intermediate in organic chemistry, because the two groups are able to react intramolecularly to form sulfur–nitrogen heterocyclic rings. In the laboratory, this compound is widely used as a key building block for constructing saccharin frameworks, benzothiadiazine systems, and a range of sulfonylurea derivatives that serve as research objects in both medicinal chemistry and agricultural chemistry.

The advantage of this compound lies in the combination of two functional groups that complement one another. The primary sulfonamide group supplies a nucleophilic nitrogen together with a sufficiently acidic proton, so it is readily activated with base and coupled with electrophiles such as isocyanates or carbamates. The methyl ester group, meanwhile, acts as a protected carbonyl function that can be hydrolysed or attacked intramolecularly during the ring-closing step. The ortho spacing between the two groups provides a geometry that favours the formation of five- or six-membered rings, which is precisely why synthetic chemists select this reagent rather than assembling the two functionalities separately.

In Indonesian laboratories, this building block is typically found in university synthetic chemistry groups, pharmaceutical research units, and agrochemical development laboratories that work on heterocyclic scaffolds. It is normally handled at bench scale for multi-step syntheses, method development, and the preparation of reference compounds. Because it is supplied by TCI as a catalogue building block, it is generally ordered in small research quantities and stored alongside other moisture-sensitive organic intermediates in the institution's chemical store.

Related TCI products

  • Saccharin scaffold synthesis: the ortho ester and sulfonamide pair closes directly into the benzisothiazolinone dioxide ring system without requiring additional functional group installation steps.
  • Benzothiadiazine construction: the acidic sulfonamide nitrogen and the adjacent protected carbonyl together supply both heteroatoms and the carbon needed for six-membered ring formation.
  • Sulfonylurea derivative preparation: the primary sulfonamide is deprotonated with base and coupled to isocyanates or carbamates to generate sulfonylurea linkages for screening libraries.
  • Medicinal chemistry intermediate work: researchers use it as an early-stage fragment when building sulfur–nitrogen heterocyclic cores that recur across many pharmacologically studied compound classes.
  • Agrochemical research synthesis: the same sulfonylurea and heterocyclic chemistry underpins agricultural chemistry programmes, so this reagent serves as a common starting material in those laboratories.

Brand TCI (Tokyo Chemical Industry)
CAS number 57683-71-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI research-scale catalogue pack sizes
Physical form —
Storage keep in a cool, dry place in a tightly closed container
  • Catalogue number: M1866

Store the material in its original tightly closed container in a cool, dry, well-ventilated area, away from moisture, direct sunlight, and incompatible substances such as strong oxidising agents and strong bases. Amber glass or the supplier's original packaging is suitable; reseal promptly after weighing to limit atmospheric moisture uptake. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and avoid generating dust or inhaling any airborne powder. Weigh with clean, dry spatulas to prevent cross-contamination, keep the container clearly labelled, and consult the manufacturer's safety data sheet before first use and prior to disposal of any residues.

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