Benzenecarbothioamide, N-(2-hydroxyethyl)-

Base Information

• Chemical Name: Benzenecarbothioamide, N-(2-hydroxyethyl)-
• CAS No.: 36926-15-5
• Molecular Formula: C9H11NOS
• Molecular Weight: 181.258
• Mol file: 36926-15-5.mol

Synonyms:

Chemical Property of Benzenecarbothioamide, N-(2-hydroxyethyl)-

Chemical Property:

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SDS file from LookChem

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Technology Process of Benzenecarbothioamide, N-(2-hydroxyethyl)-

There total 22 articles about Benzenecarbothioamide, N-(2-hydroxyethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.1%

ethanolamine (141-43-5) + thiobenzoyl 2-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinanyl)sulfide (463962-26-7) → N-(2-hydroxyethyl)benzothioamide (36926-15-5)

Guidance literature:

With triethylamine; In benzene;

DOI:10.1039/b005911k

Reference yield: 93.0%

2-phenylthioamidoethyl acetate (115231-72-6) → N-(2-hydroxyethyl)benzothioamide (36926-15-5)

Guidance literature:

With methanol; sodium hydroxide; at 0 ℃; for 0.5h;

DOI:10.1055/s-0039-1690822

Reference yield: 92.0%

ethanolamine (141-43-5) + benzenecarbothioamide (2227-79-4) → N-(2-hydroxyethyl)benzothioamide (36926-15-5)

Guidance literature:

With hydrogenchloride; In water; at 70 - 80 ℃; for 6h;

DOI:10.1039/c4ra13097a

upstream raw materials:

benzaldehyde

ethanolamine

2-phenyl-1,3-oxazoline

thiobenzoyl 2-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinanyl)sulfide

Downstream raw materials:

2-benzamidoethyl benzoate

N-(2-chloro-ethyl)-benzamide

3-Ethyl-2-phenyl-4,5-dihydro-thiazol-3-ium; iodide

2-phenyl-1,3-oxazoline

Refernces

388. The addition of hydrogen sulphide to 2-phenyl-Δ2-oxazoline and benzoylethyleneimine: attempted synthesis of fused thiazolidine–butyroazlactone ring systems

10.1039/jr9480001919

The study by Goldberg and Kelly investigates the reactions of 2-phenyl-A2-oxazoline and benzoylethyleneimine with hydrogen sulphide, aiming to synthesize compounds containing the fused thiazolidine-butyroazlactone ring system for potential use as bacterial inhibitors. 2-Phenyl-A2-oxazoline reacts with hydrogen sulphide to yield N-(2-hydroxyethyl)thiobenzamide, while benzoylethyleneimine reacts to form 2-benzamidoethylthiol. The research explores the thermal isomerisation of benzoylethyleneimine to 2-phenyl-A2-oxazoline and examines the stability of these heterocycles towards additive reagents. The study also attempts to synthesize compounds containing the fused thiazolidine-butyroazlactone ring system by converting benzeneazoacetoacetyl chloride into the corresponding ethyleneimide and reacting it with hydrogen sulphide, resulting in a ketotetrahydro-1:4-thiazine. The findings provide insights into the reactivity and stability of these compounds, contributing to the understanding of their potential applications in the development of bacterial inhibitors.

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