3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine

Base Information

• Chemical Name: 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine
• CAS No.: 378199-89-4
• Molecular Formula: C₂₁H₂₅N₃O₃S
• Molecular Weight: 399.514
• Mol file: 378199-89-4.mol

Synonyms:3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine

Chemical Property of 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine

There total 4 articles about 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine 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: 65.0%

phenyl isothiocyanate (103-72-0) + 2-amino-3-carbethoxy-7-ethyl-7-methyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine (374092-84-9) → 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine (378199-89-4)

Guidance literature:

In ethanol; for 8h; Heating;

DOI:10.1023/B:COHC.0000008266.92949.ba

Reference yield:

2-methyl-2-ethyltetrahydropyran-4-one (13606-58-1) → 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine (378199-89-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / p-TsOH / toluene / Heating

2: 80 percent / tetrahydrofuran / 16 h / 20 °C

3: 76 percent / aq. NH₃ / tetrahydrofuran / 6 h / 50 °C

4: 65 percent / ethanol / 8 h / Heating

With ammonium hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; toluene;

DOI:10.1023/B:COHC.0000008266.92949.ba

Reference yield:

2-ethyl-2-methyltetrahydropyran-4-one pyrrolidinyl enamine (750594-24-2) → 3-carbethoxy-7-ethyl-7-methyl-2-(N'-phenylthioureido)-7,8-dihydro-5H-pyrano[4,3-b]pyridine (378199-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / tetrahydrofuran / 16 h / 20 °C

2: 76 percent / aq. NH₃ / tetrahydrofuran / 6 h / 50 °C

3: 65 percent / ethanol / 8 h / Heating

With ammonium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1023/B:COHC.0000008266.92949.ba

upstream raw materials:

phenyl isothiocyanate

2-amino-3-carbethoxy-7-ethyl-7-methyl-7,8-dihydro-5H-pyrano[4,3-b]pyridine

2-methyl-2-ethyltetrahydropyran-4-one

2-ethyl-2-methyltetrahydropyran-4-one pyrrolidinyl enamine

Downstream raw materials:

7-ethyl-7-methyl-3-phenyl-2-thioxo-1,2,3,5,7,8-hexahydro-6-oxa-1,3,9-triaza-anthracen-4-one