6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

Base Information

Chemical Name:6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole
CAS No.:1476848-29-9
Molecular Formula:C₁₉H₁₂BrN₃O₂S
Molecular Weight:426.293
Hs Code.:

Synonyms:6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

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Chemical Property of 6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

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Technology Process of 6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

There total 9 articles about 6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole 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: 64.0%

: 1476848-27-7
1-(4-(benzyloxy)-6-methoxybenzofuran-2-yl)-2-bromoethanone

: 37566-39-5
5-bromo-2-amino-1,3,4-thiadiazole

: 1476848-29-9
6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

Guidance literature:: 1-(4-(benzyloxy)-6-methoxybenzofuran-2-yl)-2-bromoethanone; 5-bromo-2-amino-1,3,4-thiadiazole; In isopropyl alcohol; at 80 ℃; for 20h;

In isopropyl alcohol; at 150 ℃; for 0.5h; Microwave irradiation;
DOI:10.1021/acs.jmedchem.9b00186

Reference yield: 64.0%

: 1476848-27-7
1-(4-(benzyloxy)-6-methoxybenzofuran-2-yl)-2-bromoethanone

: 37566-39-5
5-bromo-2-amino-1,3,4-thiadiazole

: 1476848-29-9
6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

: 101451-61-0
1-(4-(benzyloxy)benzofuran-2-yl)ethanone

Guidance literature:: In isopropyl alcohol;

Reference yield:

: 25983-54-4
2-(benzyloxy)-6-hydroxybenzaldehyde

: 1476848-29-9
6-(4-(benzyloxy)benzofuran-2-yl)-2-bromoimidazo[2,1-b][1,3,4]thiadiazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.17 h

1.2: 18 h / 22 °C / Inert atmosphere

2.1: caesium carbonate / N,N-dimethyl-formamide / 40 h / 55 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.92 h / -78 °C / Inert atmosphere

3.2: 0.92 h / -78 - 20 °C / Inert atmosphere

4.1: N-Bromosuccinimide; sodium hydrogencarbonate / tetrahydrofuran / 2.17 h / -25 - 0 °C

5.1: isopropyl alcohol / 20 h / 80 °C

5.2: 0.5 h / 150 °C / Microwave irradiation

With N-Bromosuccinimide; sodium hydrogencarbonate; caesium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.9b00186