ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoate

Base Information

• Chemical Name: ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoate
• CAS No.: 1520119-89-4
• Molecular Formula: C₁₅H₂₃FN₂O₃S
• Molecular Weight: 330.424

Synonyms:ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoate

Chemical Property of ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoate

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Technology Process of ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoate

There total 3 articles about ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoate 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: 60.0%

N-(4-fluorophenyl)butane-2-sulfinamide (1520119-65-6) + ethyl β-alaninate hydrochloride (4244-84-2) → ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ6-sulfanylidene]amino}propanoate (1520119-89-4)

Guidance literature:

N-(4-fluorophenyl)butane-2-sulfinamide; With tert-butylhypochlorite; In tetrachloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

ethyl β-alaninate hydrochloride; With triethylamine; In tetrachloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0033-1339760

Reference yield:

4-fluoroaniline (371-40-4) → ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ6-sulfanylidene]amino}propanoate (1520119-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / toluene / Reflux

2.1: tetrahydrofuran; diethyl ether / 0 °C / Inert atmosphere

3.1: tert-butylhypochlorite / tetrachloromethane / 1.5 h / 0 °C / Inert atmosphere

3.2: 12 h / 20 °C / Inert atmosphere

With thionyl chloride; tert-butylhypochlorite; In tetrahydrofuran; tetrachloromethane; diethyl ether; toluene;

DOI:10.1055/s-0033-1339760

Reference yield:

N-sulfinyl-4-fluoroaniline (52326-08-6) → ethyl 3-{[(4-fluoroanilino)oxo-sec-butyl-1λ6-sulfanylidene]amino}propanoate (1520119-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran; diethyl ether / 0 °C / Inert atmosphere

2.1: tert-butylhypochlorite / tetrachloromethane / 1.5 h / 0 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With tert-butylhypochlorite; In tetrahydrofuran; tetrachloromethane; diethyl ether;

DOI:10.1055/s-0033-1339760

upstream raw materials:

4-fluoroaniline

N-sulfinyl-4-fluoroaniline

N-(4-fluorophenyl)butane-2-sulfinamide

ethyl β-alaninate hydrochloride

Downstream raw materials:

3-{[(4-fluoroanilino)oxo-sec-butyl-1λ⁶-sulfanylidene]amino}propanoic acid

2-(4-fluorophenyl)-1-oxo-1-sec-butyl-1λ⁶-thia-2,6-diazacyclohex-6-en-3-one

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