5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

Base Information

Chemical Name:5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide
CAS No.:1421703-92-5
Molecular Formula:C₁₉H₂₀Cl₂N₄O₂
Molecular Weight:407.299
Hs Code.:

Synonyms:5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

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Technology Process of 5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

There total 10 articles about 5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-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: 94.0%

: 1421703-91-4
5,6-dichloro-2-(isopropylamino)-1-(4-methoxyphenyl)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

: 1421703-92-5
5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

Guidance literature:: With boron tribromide; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ml300449k

Reference yield:

: 6641-64-1
4,5-dichloro-2-nitroaniline

: 1421703-92-5
5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1: bromine / 1,2-dichloro-ethane / 18 h / 97 °C

2: tin(ll) chloride / 4 h / 70 °C

3: acetonitrile / 3 h / 80 °C

4: trichlorophosphate / acetonitrile / 72 h / 120 °C

5: 1,4-dioxane / 96 h / 130 °C / Sealed tube

6: triethylamine; copper diacetate / 1,2-dichloro-ethane / 48 h / 20 °C

7: N,N-dimethyl-formamide / 1 h / 180 °C / Microwave irradiation

8: potassium hydroxide; water / ethylene glycol / 2 h / 180 - 185 °C / Microwave irradiation

9: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

10: boron tribromide / dichloromethane / 1 h / -78 °C

With water; bromine; copper diacetate; boron tribromide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; potassium hydroxide; trichlorophosphate; In 1,4-dioxane; dichloromethane; ethylene glycol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ml300449k

Reference yield:

: 211694-43-8
4-bromo-2,5,6-trichloro-1H-benzo[d]imidazole

: 1421703-92-5
5,6-dichloro-1-(4-hydroxyphenyl)-2-(isopropylamino)-N,N-dimethyl-1H-benzo[d]imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1,4-dioxane / 96 h / 130 °C / Sealed tube

2: triethylamine; copper diacetate / 1,2-dichloro-ethane / 48 h / 20 °C

3: N,N-dimethyl-formamide / 1 h / 180 °C / Microwave irradiation

4: potassium hydroxide; water / ethylene glycol / 2 h / 180 - 185 °C / Microwave irradiation

5: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

6: boron tribromide / dichloromethane / 1 h / -78 °C

With water; copper diacetate; boron tribromide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In 1,4-dioxane; dichloromethane; ethylene glycol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ml300449k