dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide

Base Information

• Chemical Name: dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide
• CAS No.: 133778-09-3
• Molecular Formula: C₁₀H₁₁NO₃S
• Molecular Weight: 225.268
• Mol file: 133778-09-3.mol

Synonyms:dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide

Chemical Property of dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide

There total 5 articles about dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide 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: 71.0%

methyl α-<2-(aminosulfonyl)ethyl>benzeneacetate (133778-05-9) → dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide (133778-09-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 0 deg C, 30 min then RT, 3 h;

DOI:10.1021/jo00011a020

Reference yield: 42.0%

phenyl γ-(aminocarbonyl)benzenepropanesulfonate (133777-89-6) → dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide (133778-09-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; 0 deg C, 2 h then RT, 30 min;

DOI:10.1021/jo00011a020

Reference yield:

methyl α-<2-(phenoxysulfonyl)ethyl>benzeneacetate (133777-83-0) → dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide (133778-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.24 g / 2 N NaOH / methanol / 10 min at 0 deg C then RT overnight

2: 1) Et₃N, isobutylchloroformate, 2) NH₄OH / 1) THF, -45 deg C, 10 min, 2) -55 deg C then -10 deg C to -15 deg C overnight

3: 42 percent / potassium tert-butoxide / tetrahydrofuran / 0 deg C, 2 h then RT, 30 min

With ammonium hydroxide; sodium hydroxide; potassium tert-butylate; triethylamine; isobutyl chloroformate; In tetrahydrofuran; methanol;

DOI:10.1021/jo00011a020

upstream raw materials:

methyl α-<2-(aminosulfonyl)ethyl>benzeneacetate

phenyl γ-(aminocarbonyl)benzenepropanesulfonate

methyl α-<2-(phenoxysulfonyl)ethyl>benzeneacetate

methyl α-<2-<amino>-sulfonyl>ethyl>benzeneacetate

Downstream raw materials:

tetrahydro-4-phenyl-2H-1,2-thiazine 1,1-dioxide