6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole

Base Information

• Chemical Name: 6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole
• CAS No.: 117098-14-3
• Molecular Formula: C₁₉H₂₁N₃O₃S
• Molecular Weight: 371.46

Synonyms:6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole

Chemical Property of 6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole

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Technology Process of 6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole

There total 2 articles about 6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole 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: 74.0%

6-<4'-(ethoxycarbonyl)phenyl>-2-amino-3-cyano-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole (117098-10-9) + orthoformic acid triethyl ester (122-51-0) → 6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole (117098-14-3)

Guidance literature:

With sulfuric acid; for 0.416667h; Heating;

DOI:10.1021/jo00261a028

Reference yield:

N-<4'-(ethoxycarbonyl)phenyl>-3-pyrrolidinone (117098-11-0) → 6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole (117098-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / β-alanine, acetic acid / benzene / 18 h / Heating

2: 74 percent / conc. H₂SO₄ / 0.42 h / Heating

With sulfuric acid; acetic acid; 3-amino propanoic acid; In benzene;

DOI:10.1021/jo00261a028

Reference yield: 46.0%

6-<4'-(ethoxycarbonyl)phenyl>-3-cyano-2-<(ethoxymethylene)amino>-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole (117098-14-3) → 7-<4'-(ethoxycarbonyl)phenyl>-4-amino-4b,5,6,7a-tetrahydropyrrolo<3',2':4,5>thieno<2,3-d>pyrimidine (117098-15-4)

Guidance literature:

With ammonia; In ethanol; for 18h; Ambient temperature;

DOI:10.1021/jo00261a028

upstream raw materials:

6-<4'-(ethoxycarbonyl)phenyl>-2-amino-3-cyano-3a,4,5,6a-tetrahydrothieno<2,3-b>pyrrole

orthoformic acid triethyl ester

N-<4'-(ethoxycarbonyl)phenyl>-3-pyrrolidinone

Downstream raw materials:

7-<4'-(ethoxycarbonyl)phenyl>-4-amino-4b,5,6,7a-tetrahydropyrrolo<3',2':4,5>thieno<2,3-d>pyrimidine

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