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Description
TCI E1472 O-Ethyl Carbamothioate is a simple carbamothioic acid derivative that carries an ethoxy group on the carbonyl carbon and a sulfur atom in place of one of the oxygens, supplied by TCI within the non-heterocyclic building block group. In the laboratory, low molecular weight compounds of this kind serve as a ready source of thiocarbamate fragments that can be introduced into a target molecule. The presence of sulfur opens reactivity pathways that ordinary carbamate analogues do not offer, particularly in the formation of heterocyclic rings containing both sulfur and nitrogen.
The property that makes this reagent valuable is the ambident character of the thiocarbamate group. The sulfur atom behaves as a soft nucleophile that reacts readily with electrophiles such as alkyl halides and alpha-halocarbonyl compounds, while the nitrogen atom can act as a hard nucleophile under different conditions. This combination allows a reaction to proceed in two stages: initial attack through sulfur, followed by cyclisation through nitrogen, so that a thiazole, thiazoline, or related derivative is assembled in a single operation. The compact molecular size also means the fragment contributed does not load unnecessary mass onto the molecular weight of the product.
In Indonesian laboratories, a building block of this type is normally held by synthetic organic chemistry groups and heterocyclic chemistry research teams at universities and research institutes, as well as by formulation and development units that prepare sulfur- and nitrogen-containing intermediates. It is typically ordered in small research quantities for route scouting and method development work rather than for bulk preparation, and is handled alongside other non-heterocyclic building blocks in a general synthesis stockroom.
Laboratory Applications
Thiazole ring construction, where the ambident thiocarbamate group allows sulfur attack on an alpha-halocarbonyl partner followed by nitrogen cyclisation to close the ring in one operation.
Thiazoline and related sulfur-nitrogen heterocycle synthesis, exploiting the same two-stage reactivity sequence to build saturated and partially saturated ring systems from a single compact reagent.
Introduction of thiocarbamate fragments into target molecules during multi-step synthesis, giving chemists a ready-made unit rather than requiring the group to be assembled in situ.
S-alkylation chemistry with alkyl halides, where the soft nucleophilic sulfur centre reacts selectively and predictably under mild conditions before any nitrogen chemistry is invoked.
Route scouting and methodology development in heterocyclic chemistry, since the small molecular mass keeps the contributed fragment light and simplifies analysis of the resulting product mixtures.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 625-57-0
Chemical name: O-Ethyl Carbamothioate
Catalogue reference: E1472
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes: available in standard TCI research pack sizes; please confirm the current pack options when ordering
Storage: keep in a cool, dry place in the originally supplied container
Handling and Storage
Store the container in a cool, dry, well ventilated area away from direct sunlight, heat sources, and strong oxidising agents, and keep it tightly closed in the original TCI packaging so that the material is not exposed to moisture or air more than necessary. Sulfur-containing reagents of this class are best weighed out promptly and the container resealed without delay. Handle the compound in a fume hood while wearing safety glasses, a laboratory coat, and chemically resistant gloves, and avoid inhalation of dust or vapour and contact with skin and eyes. Transfer with clean, dry spatulas to avoid contaminating the stock, label any secondary containers clearly, and consult the supplier safety data sheet before first use and before disposing of residues through the laboratory chemical waste route.
