ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate

Base Information

• Chemical Name: ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate
• CAS No.: 1380312-44-6
• Molecular Formula: C₁₂H₁₃BrN₆O₂
• Molecular Weight: 353.178

Synonyms:ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate

Chemical Property of ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate

Chemical Property:

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Technology Process of ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate

There total 2 articles about ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate 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: 78.0%

ethyl 2-[1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate (1380312-43-5) → ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate (1380312-44-6)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 70 ℃; for 16h;

DOI:10.1002/ejoc.201101826

Reference yield:

5-acetyl-1-phenyl-1H-tetrazole (343945-95-9) → ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate (1380312-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / toluene / 1 h / 120 °C / Inert atmosphere

2: N-Bromosuccinimide / chloroform / 16 h / 70 °C

With N-Bromosuccinimide; toluene-4-sulfonic acid; In chloroform; toluene;

DOI:10.1002/ejoc.201101826

Reference yield: 89.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + ethyl 2-[2-bromo-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate (1380312-44-6) → ethyl 3-(1-phenyl-1H-tetrazol-5-yl)-1,4,4a,5,6,7a-hexahydrofuro[2,3-c]pyridazine-1-carboxylate (1380312-47-9)

Guidance literature:

With sodium carbonate; In dichloromethane; at 20 ℃; for 48h; regioselective reaction;

DOI:10.1002/ejoc.201101826

upstream raw materials:

ethyl 2-[1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate

5-acetyl-1-phenyl-1H-tetrazole

Downstream raw materials:

ethyl 3-(1-phenyl-1H-tetrazol-5-yl)-1,4,4a,5,6,7a-hexahydrofuro[2,3-c]pyridazine-1-carboxylate

ethyl 3-(1-phenyl-1H-tetrazol-5-yl)-1,4,4a,7a-tetrahydrofuro[3,2-c]pyridazine-1-carboxylate

ethyl 3-(1-phenyl-1H-tetrazol-5-yl)-1,4,4a,5,6,8a-hexahydro-7H-pyrano[2,3-c]pyridazine-1-carboxylate

ethyl 2-[2-(3,4-dihydro-2H-pyran-5-yl)-1-(1-phenyl-1H-tetrazol-5-yl)ethylidene]hydrazinecarboxylate

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