60628-96-8

Basic information

• Product Name: Bifonazole
• Synonyms: Bifonazole for system suitability;Bifonazole Impurity;mycospor;1-((1,1’-biphenyl)-4-ylphenylmethyl)-1h-imidazol;1-((4-biphenylyl)phenylmethyl)-1h-imidazole;1-(alpha-(4-biphenylyl)benzyl)-imidazol;1-(alpha-(4-biphenylyl)benzyl)imidazole;1-[(1,1’-biphenyl)-4-ylphenylmethyl]-1H-Imidazole
• CAS NO: 60628-96-8
• Molecular Formula: C₂₂H₁₈N₂
• Molecular Weight: 310.39
• EINECS: 262-336-6
• Product Categories: API;SARAFLOX
• Mol File: 60628-96-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 142℃
• Boiling Point: 440.55°C (rough estimate)
• Flash Point: 251.188 °C
• Appearance: white to off-white/
• Density: 1.1150 (rough estimate)
• Vapor Pressure: 2.46E-09mmHg at 25°C
• Refractive Index: 1.7620 (estimate)
• Storage Temp.: room temp
• Solubility: Soluble in DMSO
• PKA: 6.55±0.22(Predicted)
• Merck: 14,1213
• CAS DataBase Reference: Bifonazole(CAS DataBase Reference)
• NIST Chemistry Reference: Bifonazole(60628-96-8)
• EPA Substance Registry System: Bifonazole(60628-96-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 1
• RTECS: NI3517000
• Hazardous Substances Data: 60628-96-8(Hazardous Substances Data)

Usage

Chemical Description

Bifonazole is an antifungal medication, while pyrazole is a heterocyclic organic compound.

Description

Different sources of media describe the Description of 60628-96-8 differently. You can refer to the following data:
1. Bifonazole represents the first topical broad spectrum antimycotic approved for once daily administration. Its in vitro activity appears equivalent to its structural relative clotrimazole, being effective against dermatophytes, other filamentous fungi, dimorphic fungi and yeasts.
2. Bifonazole is a topically-active imidazole antifungal compound that has broad spectrum activity in vitro against dermatophytes, molds, yeasts, dimorphic fungi, and some Gram-positive bacteria. It is effective in the treatment of experimental dermatophytic and Candida in animals. Bifonazole is also a potent inhibitor of cytochrome P450 aromatase (Ki = 68 nM, IC50 = 270 nM), which catalyzes the biosynthesis of estrogens from androgens. When applied topically in animals, it demonstrates prolonged retention time in skin with minimal percutaneous absorption, thus minimizing its effect on aromatase.

Chemical Properties

White or almost white, crystalline powder.

Uses

Different sources of media describe the Uses of 60628-96-8 differently. You can refer to the following data:
1. Bifonazole is an imidazole antifungal agent and calmodulin antagonist. It causes a reduction in glycolysis and ATP levels in B16 melanoma cells. Bifonazole is an inhibitor of C14orf1. Bifonazole is an imidazole-based anti-fungal agent with broad spectrum activity against many fungi, molds, yeast and some gram-positive bacteria. Bifonazole inhibits ergosterol biosynthetic protein 28 and Cytochrome P450 2B4.
2. antibacterial

Manufacturing Process

38.8g (0.15 mol) of 4-phenylbenzophenone are dissolved in 200 ml of ethanol and 39 (0.075 mol) of sodium borohydride are added. After heating for 15 hours under reflux, and allowing to cool, the reaction mixture is hydrolyzed with water containing a little hydrochloric acid. The solid thereby produced is purified by recrystallization from ethanol. 36 g (89% of theory) of (biphenyl- 4-yl)-phenyl-carbinol [alternatively named as diphenyl-phenyl carbinol or α- (biphenyl-4-yl)benzylalcohol] of melting point 72°-73°C are obtained. 13.6 g (0.2 mol) of imidazole are dissolved in 150 ml of acetonitrile and 3.5 ml of thionyl chloride are added at 10°C. 13 g (0.05 mol) of (biphenyl-4-yl)- phenyl-carbinol are added to the solution of thionyl-bis-imidazole thus obtained. After standing for 15 hours at room temperature, the solvent is removed by distillation in vacuo. The residue is taken up in chloroform and the solution is washed with water. The organic phase is collected, dried over sodium sulfate and filtered and the solvent is distilled off in vacuo. The oily residue is dissolved in ethyl acetate and freed from insoluble, resinous constituents by filtration. The solvent is again distilled off in vacuo and the residue is purified by recrystallization from acetonitrile, 8.7 g (56% of theory) of (biphenyl-4-yl)-imidazol-1-yl-phenylmethane [alternatively named as diphenyl-imidazolyl-(1)-phenyl-methane or as 1-(α-biphenyl-4- ylbenzyl)imidazole] of melting point 142°C are obtained.

Brand name

Mycospor (Bayer).

Therapeutic Function

Antifungal

InChI:InChI=1/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H

Synthetic route

(R,S)-1-<α-(4-Biphenylyl)benzyl>imidazole-4,5-dicarboxylic acid (162824-42-2) → bifonazole (60628-96-8)

Conditions	Yield
In diphenylether for 0.5h; Heating;	98%

1H-imidazole (288-32-4) + 4-benzylbiphenyl (613-42-3) → bifonazole (60628-96-8)

Conditions	Yield
Stage #1: 4-benzylbiphenyl With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 0.833333h; Inert atmosphere; Reflux; Stage #2: 1H-imidazole With potassium carbonate In acetonitrile for 1h; Reflux;	77%
Stage #1: 4-benzylbiphenyl With pyridine; tert.-butylhydroperoxide; iodine In decane; water at 80℃; for 12h; Schlenk technique; Inert atmosphere; Stage #2: 1H-imidazole With formic acid; toluene-4-sulfonic acid In water at 180 - 200℃; for 10h; Schlenk technique; Inert atmosphere;	66%

1H-imidazole (288-32-4) + C26H21N2O2S(1-)*Na(1+) → bifonazole (60628-96-8)

Conditions	Yield
With copper acetylacetonate; tetrabutylammomium bromide In toluene at 85℃; for 36h;	52%

4-phenylbenzhydrol (7598-80-3) + 1,1'-carbonyldiimidazole (530-62-1) → bifonazole (60628-96-8)

Conditions	Yield
In 1-methyl-pyrrolidin-2-one Heating;	12%

phenylmagnesium bromide + 1-[(4-methoxy-phenyl)-phenyl-methyl]-1H-imidazole → bifonazole (60628-96-8)

Conditions	Yield
With bis(dicyclohexylphenylphosphine)nickel(II) chloride In diethyl ether at 80℃; for 15h;

4-phenylbenzhydrol (7598-80-3) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / DEAD, Ph3P / tetrahydrofuran / 24 h / Ambient temperature 2: 85 percent / NaOH / ethanol / 24 h / Heating 3: 98 percent / diphenyl ether / 0.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere 2.2: 0 - 100 °C / Inert atmosphere View Scheme

1-<α-(4-Biphenylyl)benzyl>imidazole-4,5-dicarbonitrile (162824-36-4) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / NaOH / ethanol / 24 h / Heating 2: 98 percent / diphenyl ether / 0.5 h / Heating View Scheme

4-(chlorophenylmethyl)-1,1'-biphenyl (7515-73-3) + 1-(Trimethylsilyl)imidazole (18156-74-6) → bifonazole (60628-96-8)

Conditions	Yield
In acetonitrile

1H-imidazole (288-32-4) + 4-phenylbenzhydrol (7598-80-3) → bifonazole (60628-96-8)

Conditions	Yield
Stage #1: 1H-imidazole; 4-phenylbenzhydrol With ammonium bromide In water at 125 - 130℃; for 2h; Industrial scale; Stage #2: With ammonium bromide In water at 190 - 195℃; for 2h; Temperature; Industrial scale;

trimethylphenylsilane (768-32-1) → bifonazole (60628-96-8)

Conditions

Yield

Multi-step reaction with 4 steps 1.1: silver(I) 4-methylbenzenesulfonate; dichloro(N-(diphenylphosphino)-N-isopropyl-1,1-diphenylphosphinamine) digold(I); [bis(acetoxy)iodo]benzene / 1,1,1-trichloroethane / 2 h / 110 °C / Inert atmosphere; Schlenk technique 2.1: aluminum oxide; sodium tetrahydroborate / ethanol / 0.67 h / 20 °C / Inert atmosphere 3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere 4.2: 0 - 100 °C / Inert atmosphere View Scheme

(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone (1063965-82-1) → bifonazole (60628-96-8)

Conditions

Yield

Multi-step reaction with 4 steps 1.1: silver(I) 4-methylbenzenesulfonate; dichloro(N-(diphenylphosphino)-N-isopropyl-1,1-diphenylphosphinamine) digold(I); [bis(acetoxy)iodo]benzene / 1,1,1-trichloroethane / 2 h / 110 °C / Inert atmosphere; Schlenk technique 2.1: aluminum oxide; sodium tetrahydroborate / ethanol / 0.67 h / 20 °C / Inert atmosphere 3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere 4.2: 0 - 100 °C / Inert atmosphere View Scheme

biphenyl-4-yl-phenyl-methanone (2128-93-0) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum oxide; sodium tetrahydroborate / ethanol / 0.67 h / 20 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere 3.2: 0 - 100 °C / Inert atmosphere View Scheme

1H-imidazole (288-32-4) + [1,1'-biphenyl]-4-yl(phenyl)methyl methanesulfonate → bifonazole (60628-96-8)

Conditions	Yield
Stage #1: 1H-imidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 2h; Inert atmosphere; Stage #2: [1,1'-biphenyl]-4-yl(phenyl)methyl methanesulfonate In N,N-dimethyl-formamide; mineral oil at 0 - 100℃; Inert atmosphere;	61.9 mg

Diphenylmethane (101-81-5) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: dichloromethane / -40 - 20 °C / Schlenk technique; Inert atmosphere 2: bis(tri-t-butylphosphine)palladium(0); sodium hydrogencarbonate / dichloromethane; N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere; Schlenk technique 3: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 0.83 h / Inert atmosphere; Reflux 4: potassium carbonate / acetonitrile / 1 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: dichloromethane / -40 - 20 °C / Inert atmosphere; Schlenk technique 2.1: sodium hydrogencarbonate; bis(tri-t-butylphosphine)palladium(0) / dichloromethane; N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere; Schlenk technique; Sealed tube 3.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 0.83 h / Inert atmosphere; Reflux 3.2: 1 h / Reflux View Scheme

C25H19S2(1+)*CF3O3S(1-) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: bis(tri-t-butylphosphine)palladium(0); sodium hydrogencarbonate / dichloromethane; N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere; Schlenk technique 2: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 0.83 h / Inert atmosphere; Reflux 3: potassium carbonate / acetonitrile / 1 h / Reflux View Scheme

1H-imidazole (288-32-4) + 4-phenyl-benzhydryl bromide (60047-92-9) → bifonazole (60628-96-8)

Conditions	Yield
With potassium carbonate In acetonitrile for 1h; Reflux;	47.9 mg

4-benzylbiphenyl (613-42-3) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 0.83 h / Inert atmosphere; Reflux 2: potassium carbonate / acetonitrile / 1 h / Reflux View Scheme

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) + C25H19S2(1+)*CF3O3S(1-) → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydrogencarbonate; bis(tri-t-butylphosphine)palladium(0) / dichloromethane; N,N-dimethyl-formamide / 12 h / 50 °C / Inert atmosphere; Schlenk technique; Sealed tube 2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 0.83 h / Inert atmosphere; Reflux 2.2: 1 h / Reflux View Scheme

N-trifluoromethanesulfony-4-benzylaniline → bifonazole (60628-96-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 0.08 h / 20 °C / Schlenk technique; Inert atmosphere 1.2: 12.03 h / 70 °C / Schlenk technique; Inert atmosphere; Glovebox 2.1: iodine; pyridine; tert.-butylhydroperoxide / water; decane / 12 h / 80 °C / Schlenk technique; Inert atmosphere 2.2: 10 h / 180 - 200 °C / Schlenk technique; Inert atmosphere View Scheme

p-benzylaniline (1135-12-2) → bifonazole (60628-96-8)

Conditions

Yield

Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 12.5 h / -78 - 20 °C / Schlenk technique; Inert atmosphere 2.1: tetrahydrofuran / 0.08 h / 20 °C / Schlenk technique; Inert atmosphere 2.2: 12.03 h / 70 °C / Schlenk technique; Inert atmosphere; Glovebox 3.1: iodine; pyridine; tert.-butylhydroperoxide / water; decane / 12 h / 80 °C / Schlenk technique; Inert atmosphere 3.2: 10 h / 180 - 200 °C / Schlenk technique; Inert atmosphere View Scheme

tetrafluoroboric acid diethyl ether (67969-82-8) + sodium tetrafluoroborate (13755-29-8) + thianthrene-5-oxide (2362-50-7) + bifonazole (60628-96-8) → C34H25N2S2(1+)*BF4(1-)

Conditions	Yield
Stage #1: tetrafluoroboric acid diethyl ether; thianthrene-5-oxide; bifonazole With trifluoroacetic anhydride In acetonitrile at 0 - 25℃; for 18h; Schlenk technique; Stage #2: sodium tetrafluoroborate In dichloromethane; water	95%

Ethyl 4-bromobenzoate (5798-75-4) + bifonazole (60628-96-8) → ethyl 4-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)benzoate

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	90%

2,3,7,8-tetrafluorothianthrene-S-oxide + bifonazole (60628-96-8) → C34H21F4N2S2(1+)

Conditions	Yield
With trifluorormethanesulfonic acid; 2,3,7,8-tetrafluorothianthrene; trifluoroacetic anhydride In acetonitrile at 0 - 25℃; regioselective reaction;	87%

trifluorormethanesulfonic acid (1493-13-6) + 2,3,7,8-tetrafluorothianthrene-S-oxide + sodium triflate (2926-30-9) + bifonazole (60628-96-8) → C34H21F4N2S2(1+)*CF3O3S(1-)

Conditions	Yield
Stage #1: trifluorormethanesulfonic acid; 2,3,7,8-tetrafluorothianthrene-S-oxide; bifonazole With trifluoroacetic anhydride In acetonitrile at 0 - 25℃; for 3h; Sealed tube; Stage #2: sodium triflate In ethanol; dichloromethane; water	87%

4'-Bromopropiophenone (10342-83-3) + bifonazole (60628-96-8) → 1-(4-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)phenyl)propan-1-one

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	77%

4-bromo-benzaldehyde (1122-91-4) + bifonazole (60628-96-8) → 4-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)benzaldehyde

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	77%

3-bromo-1-trifluoromethylbenzene (401-78-5) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(3-(trifluoromethyl)phenyl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	71%

p-trifluoromethylphenyl bromide (402-43-7) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(4-(trifluoromethyl)phenyl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	66%

Dibenzothiophene sulfoxide (1013-23-6) + trifluorormethanesulfonic acid (1493-13-6) + bifonazole (60628-96-8) → C34H25N2S(1+)*CF3O3S(1-)

Conditions	Yield
With trifluoroacetic anhydride In acetonitrile at -40 - 25℃; for 2h; Schlenk technique; Glovebox; Inert atmosphere;	65%

4-bromoisoquinoline (1532-97-4) + bifonazole (60628-96-8) → 4-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)isoquinoline

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	63%

4-bromobenzenecarbonitrile (623-00-7) + bifonazole (60628-96-8) → 4-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)-benzonitrile

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	61%

3-cyanobromobenzene (6952-59-6) + bifonazole (60628-96-8) → 3-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)benzonitrile

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	61%

2-Acetyl-5-bromothiophene (5370-25-2) + bifonazole (60628-96-8) → 1-(5-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)thiophen-2-yl)ethan-1-one

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	59%

o-cyanobromobenzene (2042-37-7) + bifonazole (60628-96-8) → 2-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)benzonitrile

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	58%

para-bromotoluene (106-38-7) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-2,5-di-p-tolyl-1H-imidazole + C29H24N2

Conditions	Yield
With cesium acetate; palladium diacetate at 150℃; for 48h; Inert atmosphere; Schlenk technique;	A 58% B n/a

1-bromo-4-methoxy-benzene (104-92-7) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-2,5-bis(4-methoxyphenyl)-1H-imidazole + 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(4-methoxyphenyl)-1H-imidazole

Conditions	Yield
With cesium acetate; palladium diacetate at 150℃; for 48h; Inert atmosphere; Schlenk technique;	A 57% B n/a

bromobenzene (108-86-1) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-2,5-diphenyl-1H-imidazole + C28H22N2

Conditions	Yield
With cesium acetate; palladium diacetate at 150℃; for 48h; Inert atmosphere; Schlenk technique;	A 55% B n/a

[(Co(C20H8N4(C6H5)3(C6H4CONH2)))2] + bifonazole (60628-96-8) → Co(O(C4NH2C(C6H5))3H(OH)C4NH2C6H4C2NO)(bifonazole)

Conditions	Yield
With air In chloroform treatment of Co-complex with rac-bifonazole; XRD, UV-Vis;	46%

o-trifluoromethylphenyl bromide (392-83-6) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(2-(trifluoromethyl)phenyl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	45%

3-Chloropyridine (626-60-8) + bifonazole (60628-96-8) → 3-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)pyridine

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	45%

bifonazole (60628-96-8) + para-nitrophenyl bromide (586-78-7) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(4-nitrophenyl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	43%

1-Bromonaphthalene (90-11-9) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(naphthalen-1-yl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	42%

5-bromopyrimidine (4595-59-9) + bifonazole (60628-96-8) → 5-(1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-1H-imidazol-5-yl)pyrimidine

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	41%

2-bromonaphthalene (580-13-2) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(naphthalen-2-yl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	39%

1-bromo-4-tert-butylbenzene (3972-65-4) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(4-(tert-butyl)-phenyl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	34%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + bifonazole (60628-96-8) → 1-([1,1′-biphenyl]-4-yl(phenyl)methyl)-5-(benzo[d][1,3]-dioxol-5-yl)-1H-imidazole

Conditions	Yield
With potassium acetate; palladium diacetate at 150℃; for 16h; Inert atmosphere; Schlenk technique;	28%

Upstream product

• 98-80-6 phenylboronic acid 
• 3597-91-9 biphenyl-4-yl methanol 
• 18282-51-4 4-iodo-benzyl alcohol 
• 100-58-3 phenylmagnesium bromide 
• 3218-36-8 4-Phenylbenzaldehyde 
• 530-62-1 1,1'-carbonyldiimidazole 
• 1135-12-2 p-benzylaniline 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 288-32-4 1H-imidazole 
• 613-42-3 4-benzylbiphenyl 
• 60047-92-9 4-phenyl-benzhydryl bromide 
• 101-81-5 Diphenylmethane 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 1063965-82-1 (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)methanone 

Downstream Products

• 66600-14-4 1-[α-(4-biphenylyl)-benzyl]-3-benzoylmethyl-imidazolium bromide 

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