4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

Base Information

Chemical Name:4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole
CAS No.:290353-22-9
Molecular Formula:C₂₅H₂₃BrN₂O₅
Molecular Weight:511.372
Hs Code.:

Synonyms:4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

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Chemical Property of 4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

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Technology Process of 4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

There total 9 articles about 4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole 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: 81.0%

: 478316-43-7
6-[4-(2-bromo-4,5-dimethoxyphenyl)-2-phenyl-2H-pyrazol-3-yl]-2,3-dimethoxyphenyl benzoate

: 290353-22-9
4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

Guidance literature:: With potassium hydroxide; In methanol; water; at 70 ℃; for 2h;
DOI:10.1016/S0040-4039(00)00621-3

Reference yield:

: 93-40-3
(3,4-Dimethoxyphenyl)acetic acid

: 290353-22-9
4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / bromine / acetic acid / 3 h / 20 °C

2: SOCl₂ / toluene / 135 °C

3: 45 percent / AlCl₃ / CH₂Cl₂ / 55 °C

4: 88 percent / NaOH; triethylbenzylammonium chloride / tetrahydrofuran / 20 °C

5: 81 percent / toluene / 90 °C

6: 91 percent / Na₂CO₃; HOAc / methanol; H₂O / 145 °C / pH 4

7: 81 percent / KOH / methanol; H₂O / 2 h / 70 °C

With potassium hydroxide; sodium hydroxide; aluminium trichloride; thionyl chloride; N-benzyl-N,N,N-triethylammonium chloride; bromine; sodium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; toluene; 3: Friedel-Crafts acylation / 5: Vilsmeier-Haack reaction;
DOI:10.1021/jo025767j

Reference yield:

: 4697-62-5
6-bromohomoveratric acid

: 290353-22-9
4-(2-bromo-4,5-dimethoxyphenyl)-5-(3,4-dimethoxy-2-hydroxyphenyl)-1-phenyl pyrazole

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / toluene / 135 °C

2: 45 percent / AlCl₃ / CH₂Cl₂ / 55 °C

3: 88 percent / NaOH; triethylbenzylammonium chloride / tetrahydrofuran / 20 °C

4: 81 percent / toluene / 90 °C

5: 91 percent / Na₂CO₃; HOAc / methanol; H₂O / 145 °C / pH 4

6: 81 percent / KOH / methanol; H₂O / 2 h / 70 °C

With potassium hydroxide; sodium hydroxide; aluminium trichloride; thionyl chloride; N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 2: Friedel-Crafts acylation / 4: Vilsmeier-Haack reaction;
DOI:10.1021/jo025767j