
(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate synthesis
- Product Name:(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate
- CAS Number:147403-65-4
- Molecular formula:C25H24N4O4
- Molecular Weight:444.48
![Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate](/CAS/GIF/139481-44-0.gif)
139481-44-0
![(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate](/CAS/GIF/147403-65-4.gif)
147403-65-4
N,N-dimethylacetamide (2 L) and water (16 L) were added to the reaction flask, followed by hydroxylamine hydrochloride (3.37 kg, 48.6 mol) and sodium carbonate (5.15 kg, 48.6 mol). Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate (2 kg, 4.86 mol) was added to the reaction mixture and the reaction was carried out at 70 °C for 18 hours. After completion of the reaction, it was cooled to room temperature and water (2 L) was added to promote precipitation of the product. The precipitate was collected by filtration to afford methyl 2-ethoxy-1-[2'-(N'-hydroxyformamidino)biphenyl-4-yl]-1H-benzimidazole-7-carboxylate (1.94 kg, 37.70 mol). The product was analyzed by HPLC (refer to Example 1 conditions) with 98.9% purity and 90% yield.
![Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate](/CAS/GIF/139481-44-0.gif)
139481-44-0
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![(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate](/CAS/GIF/147403-65-4.gif)
147403-65-4
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Yield:147403-65-4 90%
Reaction Conditions:
with hydroxylamine hydrochloride;sodium hydrogencarbonate in N,N-dimethyl acetamide;water at 70; for 18 h;Reagent/catalyst;Temperature;Solvent;
Steps:
4
N, N-dimethylacetamide 2L,Water 16L, added to the reaction bottle,Hydroxylamine hydrochloride (3.37 kg 48.6 mol) was added,Sodium carbonate (5.15 kg 48.6 mol) was added,1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxybenzimidazole-7-carboxylic acid methyl ester(2 kg, 4.86 mol)70 ° C for 18 hours,Cooling, adding water 2L,Precipitation of solid,Filtration was 2-ethoxy-1-[2'-(N'-hydroxycarbamimidoyl)biphenyl-4-yl]-1H-benzimidazole-7-carboxylic acid methyl ester (1.94 g, 37.70 mol),Reference is made to Examples1HPLC conditions Purity: 98.9% Yield: 90%.
References:
CN103408500,2016,B Location in patent:Paragraph 0026; 0046-0047
![Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate](/CAS/GIF/139481-44-0.gif)
139481-44-0
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147404-76-0
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![(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate](/CAS/GIF/147403-65-4.gif)
147403-65-4
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![1H-Benzimidazole-7-carboxylic acid, 2-ethoxy-1-[[2'-[imino[[(methoxycarbonyl)oxy]amino]methyl][1,1'-biphenyl]-4-yl]methyl]-, methyl ester](/CAS/20210305/GIF/1403477-45-1.gif)
1403477-45-1
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![(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate](/CAS/GIF/147403-65-4.gif)
147403-65-4
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147403-03-0
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![Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate](/CAS/GIF/139481-44-0.gif)
139481-44-0
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139481-33-7
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![(Z)-Methyl 2-ethoxy-3-((2'-(N'-hydroxycarbaMiMidoyl)biphenyl-4-yl)Methyl)-3H-benzo[d] iMidazole-4-carboxylate](/CAS/GIF/147403-65-4.gif)
147403-65-4
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