2-{4-(N¹-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin

Base Information

• Chemical Name: 2-{4-(N¹-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin
• CAS No.: 905854-88-8
• Molecular Formula: C₁₈H₁₂N₂O₂S₆
• Molecular Weight: 480.701

Synonyms:2-{4-(N¹-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin

Chemical Property of 2-{4-(N¹-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin

Chemical Property:

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Technology Process of 2-{4-(N¹-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin

There total 4 articles about 2-{4-(N¹-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin 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:

3-benzoyl-5-[2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-[1,3]dithiol-4-yl]-1-phenyl-1H-pyrimidine-2,4-dione (905854-86-6) → 2-{4-(N1-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin (905854-88-8)

Guidance literature:

With methylamine; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo060748l

Reference yield:

5-iodo-N1-phenyluracil (905854-82-2) → 2-{4-(N1-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin (905854-88-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 69 percent / pyridine / acetonitrile / 24 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: Bu₃SnCl / tetrahydrofuran; hexane / -78 - 20 °C

2.3: CuI; (o-Tol)3P / Pd(PPh₃)4 / tetrahydrofuran / 22 h / 20 °C

3.1: 36 mg / MeNH₂ / methanol / 0.5 h / 20 °C

With pyridine; n-butyllithium; methylamine; In tetrahydrofuran; methanol; hexane; acetonitrile;

DOI:10.1021/jo060748l

Reference yield:

N3-benzoyl-N1-phenyl-5-iodouracil (905854-84-4) → 2-{4-(N1-phenyluracil-5'-yl)-1,3-dithiol-2-ylidene}-5,6-dihydro-1,3-dithiolo[4,5-b][1,4]dithiin (905854-88-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: Bu₃SnCl / tetrahydrofuran; hexane / -78 - 20 °C

1.3: CuI; (o-Tol)3P / Pd(PPh₃)4 / tetrahydrofuran / 22 h / 20 °C

2.1: 36 mg / MeNH₂ / methanol / 0.5 h / 20 °C

With n-butyllithium; methylamine; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/jo060748l

upstream raw materials:

3-benzoyl-5-[2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-[1,3]dithiol-4-yl]-1-phenyl-1H-pyrimidine-2,4-dione

5-iodo-N¹-phenyluracil

N³-benzoyl-N¹-phenyl-5-iodouracil

1-phenyluracil

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