7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Base Information

• Chemical Name: 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
• CAS No.: 146449-27-6
• Molecular Formula: C₁₄H₁₈N₄O₄S
• Molecular Weight: 338.387
• Mol file: 146449-27-6.mol

Synonyms:7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Chemical Property of 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

There total 26 articles about 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 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: 90.0%

7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one (146449-15-2) → 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one (146449-27-6)

Guidance literature:

With nitric acid; acetic acid; for 2.5h; Ambient temperature;

DOI:10.1248/cpb.40.2391

Reference yield:

cycloactanone (502-49-8) → 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one (146449-27-6)

Guidance literature:

Multi-step reaction with 8 steps

1: NaH / benzene

2: H₂ / 5percent Pd/C / ethanol / 760 Torr

3: 94.5 percent / LiAlH₄ / tetrahydrofuran

4: 64.2 percent / PBr₃ / diethyl ether; diethyl ether / 16 h / Ambient temperature

5: dimethylsulfoxide

6: 16.7 percent / CF₃COOH

7: 35 percent / heptane / 2 h / 140 - 150 °C

8: 90 percent / fuming HNO₃, AcOH / 2.5 h / Ambient temperature

With lithium aluminium tetrahydride; hydrogen; nitric acid; phosphorus tribromide; sodium hydride; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; n-heptane; dimethyl sulfoxide; benzene;

DOI:10.1248/cpb.40.2391

Reference yield:

cyclododecylideneacetic acid ethyl ester (1903-26-0) → 7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one (146449-27-6)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / 5percent Pd/C / ethanol / 760 Torr

2: LiAlH₄ / tetrahydrofuran

3: PBr₃ / diethyl ether; diethyl ether / 16 h / Ambient temperature

4: dimethylsulfoxide

5: 16.7 percent / CF₃COOH

6: 35 percent / heptane / 2 h / 140 - 150 °C

7: 90 percent / fuming HNO₃, AcOH / 2.5 h / Ambient temperature

With lithium aluminium tetrahydride; hydrogen; nitric acid; phosphorus tribromide; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; n-heptane; dimethyl sulfoxide;

DOI:10.1248/cpb.40.2391

upstream raw materials:

7-Hydroxy-2-[2-(4-methyl-cyclohexyl)-ethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

cycloactanone

2-cycloheptylethanol

ethyl (4-methylcyclohexyl)acetate

Downstream raw materials:

7-Chloro-2-[2-(4-methyl-cyclohexyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one