5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

Base Information

Chemical Name:5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde
CAS No.:160540-35-2
Molecular Formula:C₂₂H₂₂N₆O
Molecular Weight:386.456
Hs Code.:

Synonyms:5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

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Chemical Property of 5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

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Technology Process of 5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

There total 16 articles about 5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde 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: 83.0%

: 155091-94-4
1-<<2'-<(N-triphenylmethyl)tetrazol-5-yl>biphenyl-4-yl>methyl>-5-butylimidazole-2-carboxaldehyde

: 160540-35-2
5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

Guidance literature:: With formic acid; In diethyl ether; at 20 ℃; for 2h;
DOI:10.1016/j.ejmech.2012.07.040

Reference yield:

: 100-47-0
benzonitrile

: 160540-35-2
5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexane / 0.08 h / -78 - -10 °C / Inert atmosphere

1.2: 5 h / -78 - 20 °C / Inert atmosphere

2.1: toluene / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere

4.1: trimethylsilylazide; trifluoroacetic acid / 36 h / 120 °C / Sealed tube

5.1: triethylamine / dichloromethane / 1 h / 20 °C

6.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux

7.1: acetonitrile / 12 h / 70 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 8 h / Inert atmosphere; Reflux

9.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / -78 °C

9.2: 1 h / -60 - 20 °C

10.1: formic acid / diethyl ether / 2 h / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; formic acid; oxalyl dichloride; trimethylsilylazide; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; trifluoroacetic acid; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 3.1: |Suzuki Coupling / 9.1: |Swern Oxidation / 9.2: |Swern Oxidation;
DOI:10.1016/j.ejmech.2012.07.040

Reference yield:

: 214360-47-1
2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile

: 160540-35-2
5-butyl-1-[[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-imidazole-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; toluene / 4 h / 100 °C / Inert atmosphere

2: trimethylsilylazide; trifluoroacetic acid / 36 h / 120 °C / Sealed tube

3: triethylamine / dichloromethane / 1 h / 20 °C

4: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 8 h / Reflux

5: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

6: formic acid / diethyl ether / 2 h / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; trimethylsilylazide; potassium carbonate; triethylamine; trifluoroacetic acid; dibenzoyl peroxide; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: |Suzuki Coupling;
DOI:10.1016/j.ejmech.2012.07.040