3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide

Base Information

• Chemical Name: 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide
• CAS No.: 476314-55-3
• Molecular Formula: C₁₉H₁₇ClF₃N₃O₅S
• Molecular Weight: 491.875

Synonyms:3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide

Chemical Property of 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide

Chemical Property:

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Technology Process of 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide

There total 3 articles about 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide 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: 82.0%

chloroacetyl chloride (79-04-9) + 3-(4-amino-phenylsulfanyl)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide (476314-51-9) → 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide (476314-55-3)

Guidance literature:

With calcium carbonate; In dichloromethane; at 25 ℃; for 24h;

DOI:10.1016/S0223-5234(02)01335-1

Reference yield:

(S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-nitro-3-trifluoromethyl)phenyl]propanamide (216665-24-6) → 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide (476314-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / NaH / tetrahydrofuran / 24 h / 25 °C

2: 82 percent / CaCO₃ / CH₂Cl₂ / 24 h / 25 °C

With sodium hydride; calcium carbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0223-5234(02)01335-1

Reference yield:

4-aminotiophenol (1193-02-8) → 3-[4-(2-chloro-acetylamino)-phenylsulfanyl]-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide (476314-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / NaH / tetrahydrofuran / 24 h / 25 °C

2: 82 percent / CaCO₃ / CH₂Cl₂ / 24 h / 25 °C

With sodium hydride; calcium carbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0223-5234(02)01335-1

upstream raw materials:

chloroacetyl chloride

3-(4-amino-phenylsulfanyl)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide

(S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-nitro-3-trifluoromethyl)phenyl]propanamide

4-aminotiophenol

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