ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate

Base Information

• Chemical Name: ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate
• CAS No.: 139306-24-4
• Molecular Formula: C₂₈H₄₁N₃O₆S
• Molecular Weight: 547.716
• Mol file: 139306-24-4.mol

Synonyms:

Chemical Property of ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate

There total 4 articles about ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate 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: 50.0%

(Z)-3-bromoacrylic acid (1609-92-3) + ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate (139306-14-2) + dicyclohexyl-carbodiimide (538-75-0) → diethyl 3-methyl-6-oxo-2H,6H-pyrido<2,1-b><1,3>thiazine-4,9-dicarboxylate (78877-46-0) + 4-(4-ethoxycarbonyl-2,3-dihydro-5-methyl-6H-1,3-thiazin-2-ylidene)glutaconic acid anhydride (139306-23-3) + ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate (139306-24-4)

Guidance literature:

With 4 A molecular sieve; In dichloromethane; for 336h; Product distribution; Ambient temperature; other acid, other reagent, various reaction times, temperatures and solvents;

Reference yield: 14.0%

(Z)-3-bromoacrylic acid (1609-92-3) + ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate (139306-14-2) → diethyl 3-methyl-6-oxo-2H,6H-pyrido<2,1-b><1,3>thiazine-4,9-dicarboxylate (78877-46-0) + 4-(4-ethoxycarbonyl-2,3-dihydro-5-methyl-6H-1,3-thiazin-2-ylidene)glutaconic acid anhydride (139306-23-3) + ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate (139306-24-4)

Guidance literature:

With 4 A molecular sieve; dicyclohexyl-carbodiimide; In dichloromethane; for 336h; Ambient temperature;

Reference yield:

ethoxycarbonylthioacetamide (13621-50-6) → ethyl 2-(N,N'-dicyclohexyl-1-ethoxycarbonyl-4,6-dioxo-5,7-diazahept-2E-enylidene)-2,3-dihydro-5-methyl-6H,1,3-thiazine-4-carboxylate (139306-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / HCl (gas) / dioxane / Ambient temperature

2: 22 percent / dicyclohexylcarbodiimide (DCC), 4 Angstroem molecular sieve / CH₂Cl₂ / 336 h / Ambient temperature

With hydrogenchloride; 4 A molecular sieve; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane;

upstream raw materials:

(Z)-3-bromoacrylic acid

ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate

dicyclohexyl-carbodiimide

ethoxycarbonylthioacetamide