ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate

Base Information

• Chemical Name: ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate
• CAS No.: 154866-95-2
• Molecular Formula: C₁₈H₁₈N₄O₃S
• Molecular Weight: 370.432
• Mol file: 154866-95-2.mol

Synonyms:ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate

Chemical Property of ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate

There total 4 articles about ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-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: 92.0%

bromomalononitrile (1885-22-9) + 5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione (113697-57-7) → ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate (154866-95-2)

Guidance literature:

With potassium hydroxide; In ethanol; 1.) heating, 2.) RT;

DOI:10.1016/S0040-4020(01)80225-8

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate (154866-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol; water / 0.08 h / 140 °C / Microwave irradiation

2: potassium hydroxide / ethanol / 0.17 h / 140 °C / Microwave irradiation

With hydrogenchloride; potassium hydroxide; In ethanol; water;

DOI:10.3390/molecules17089652

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 3-amino-2-cyano-5-(4-methoxyphenyl)-7-methyl-5H-thiazolo<3,2-a>pyrimidine-6-carboxylate (154866-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / conc. HCl / ethanol / 3 h / Heating

2: 92 percent / KOH / ethanol / 1.) heating, 2.) RT

With hydrogenchloride; potassium hydroxide; In ethanol;

DOI:10.1016/S0040-4020(01)80225-8

upstream raw materials:

bromomalononitrile

5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione

ethyl acetoacetate

4-methoxy-benzaldehyde

Downstream raw materials:

ethyl 3,8-dimethyl-10-(4-methoxyphenyl)-5-thioxo-10H-thiazolo[3'',2'':1',2']pyrimido[4',5':4,5]-thiazolo[3,2-a]pyrimidine-9-carboxylate

ethyl 8-methyl-10-(4-methoxyphenyl)-3-phenyl-5-thioxo-10H-thiazolo[3'',2'':1',2']pyrimido-[4',5':4,5]-thiazolo[3,2-a]pyrimidine-9-carboxylate

ethyl 2-acetyl-3,8-dimethyl-10-(4-methoxyphenyl)-5-thioxo-10H-thiazolo[3'',2'':1',2']pyrimido-[4',5':4,5]thiazolo[3,2-a]pyrimidine-9-carboxylate

ethyl 9-(4-methoxyphenyl)-7-methyl-2,4-dithioxo-2,3,4,9-tetrahydro-1H-thiazolo[3,2-a:4,5-d']-dipyrimidine-8-carboxylate