N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

Base Information

Chemical Name:N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
CAS No.:1374296-22-6
Molecular Formula:C₂₂H₂₂Cl₂N₄O₂
Molecular Weight:445.348
Hs Code.:

Synonyms:N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

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Chemical Property of N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

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Technology Process of N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

There total 9 articles about N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide 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: 65.0%

: 1374298-23-3
2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro-[4,5-d]imidazole-5-carboxylic acid

: 7252-53-1
(aminomethyl)cyclopropane hydrochloride

: 1374296-22-6
N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

Guidance literature:: 2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro-[4,5-d]imidazole-5-carboxylic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate;

(aminomethyl)cyclopropane hydrochloride; at 20 ℃;
DOI:10.1016/j.bmcl.2017.10.062

Reference yield:

: 6590-95-0
2,6-dichlorophenylisothiocyanate

: 1374296-22-6
N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 20 °C

2.1: sodium hydroxide / water; methanol / 20 - 60 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

3.2: 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; water; acetonitrile;
DOI:10.1016/j.bmcl.2017.10.062

Reference yield:

: 65-49-6
4-Aminosalicylic acid

: 1374296-22-6
N-(cyclopropylmethyl)-2-((2,6-dichlorophenyl)amino)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: ethanol / Reflux

2.1: sodium nitrite; trifluoroacetic acid / 2 h / -5 - 0 °C

3.1: sulfuric acid / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C

4.2: 9 h / 80 °C

5.1: aluminum (III) chloride / dichloromethane / 18 h / -70 - 20 °C

6.1: iron; hydrogenchloride / water; methanol / 2 h / 0 - 20 °C

7.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 20 °C

8.1: sodium hydroxide / water; methanol / 20 - 60 °C

9.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

9.2: 20 °C

With hydrogenchloride; aluminum (III) chloride; sulfuric acid; iron; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 5.1: |Claisen Rearrangement;
DOI:10.1016/j.bmcl.2017.10.062