(1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester

Base Information

• Chemical Name: (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester
• CAS No.: 349150-94-3
• Molecular Formula: C₁₈H₁₉ClN₂O₄S
• Molecular Weight: 394.879

Synonyms:(1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester

Chemical Property of (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester

Chemical Property:

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Technology Process of (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester

There total 3 articles about (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester 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: 67.0%

benzyl bromide (100-39-0) + (5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ6-benzo[1,2,6]thiadiazin-3-yl)acetic acid ethyl ester (349150-91-0) → (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ6-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester (349150-94-3)

Guidance literature:

(5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)acetic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; for 0.0833333h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Further stages.;

DOI:10.1021/jm000352g

Reference yield:

N-(2-chloro-6-nitrobenzyl)glycine ethyl ester (50608-25-8) → (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ6-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester (349150-94-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / H₂; TEA / Raney Ni / tetrahydrofuran / 20 °C / 750.08 Torr

2.1: 79 percent / sulfamide; pyridine / 24 h / Heating

3.1: NaH / dimethylformamide / 0.08 h

3.2: 67 percent / Bu₄NI / dimethylformamide / 2 h / 80 °C

With pyridine; TEA; hydrogen; sodium hydride; SULFAMIDE; nickel; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm000352g

Reference yield:

N-(2-amino-6-chlorobenzyl)glycine ethyl ester (349150-82-9) → (1-benzyl-5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ6-benzo[1,2,6]thiadiazin-3-yl)-acetic acid ethyl ester (349150-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 79 percent / sulfamide; pyridine / 24 h / Heating

2.1: NaH / dimethylformamide / 0.08 h

2.2: 67 percent / Bu₄NI / dimethylformamide / 2 h / 80 °C

With pyridine; sodium hydride; SULFAMIDE; In N,N-dimethyl-formamide;

DOI:10.1021/jm000352g

upstream raw materials:

benzyl bromide

(5-chloro-2,2-dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)acetic acid ethyl ester

N-(2-amino-6-chlorobenzyl)glycine ethyl ester

N-(2-chloro-6-nitrobenzyl)glycine ethyl ester

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