ChemicalBook CAS DataBase List 4-BROMO-4'-(DIPHENYLAMINO)BIPHENYL

4-BROMO-4'-(DIPHENYLAMINO)BIPHENYL synthesis

7synthesis methods

Product Name:4-BROMO-4'-(DIPHENYLAMINO)BIPHENYL
CAS Number:202831-65-0
Molecular formula:C24H18BrN
Molecular Weight:400.31

589-87-7

201802-67-7

202831-65-0

Example 1.13.1 Synthesis of 4'-bromo-N,N-diphenyl-[1,1'-biphenyl]-4-amine (35): (4-(diphenylamino)phenyl)boronic acid (1.5 g, 5.19 mmol), 4-iodo-1-bromobenzene (1.33 g, 4.71 mmol), Na2CO3 (1.78 g, 16.8 mmol) and Pd(PPh3 )4 (0.163 g, 0.141 mmol) were dissolved in THF/H2O (28 mL/17 mL) mixed solvent. The reaction mixture was degassed and heated to reflux under argon protection overnight. After completion of the reaction, it was cooled to room temperature and the mixture was poured into dichloromethane (150 mL) and washed sequentially with water (2 x 150 mL) and brine (100 mL). The organic phase was dried with Na2SO4, filtered and purified by fast column chromatography (silica gel, hexane/ethyl acetate 50:1), and finally recrystallized in a solvent mixture of dichloromethane/methanol to give a white solid product (compound 35) (1.64 g, 87% yield).

105946-82-5 Synthesis

105946-82-5
234 suppliers
$10.00/10g

122-39-4 Synthesis

122-39-4
356 suppliers
$14.00/5g

202831-65-0
152 suppliers
$19.00/250mg

Yield: 78%

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;sodium t-butanolate in tolueneInert atmosphere;Reflux;Sonication;

Steps:

1 Example 1: Preparation of Intermediate A-1
Compound I-1 (12.5 g, 73.8 mmol), 4-bromo-4'-iodide (26.5 g, 73.8 mmol) were sequentially added to a round bottom flask.t-BuONa (10.7 g, 111 mmol), Pd(dppf)Cl2.CH2Cl2 (1.2 g, 1.47 mmol), and ultrasonically deoxygenated toluene (1.5 L) were refluxed under nitrogen atmosphere overnight. After cooling the reaction solution, ethyl acetate was used. Ester and water treatment, and the resulting organic layer was dried over MgSO 4Evaporate the solvent under reduced pressureThe crude product of compound II-1 was obtained.With silicone as the stationary phase,Dichloromethane/hexane as eluent,The crude product is subjected to column chromatography.Compound II-1 (23.0 g, 78%) was obtained.

References:

Changchun Hai Purunsi Technology Co., Ltd.;Liu Xiqing;Sun Jing CN107827873, 2018, A Location in patent:Paragraph 0048; 0049; 0050

589-87-7 Synthesis

589-87-7
538 suppliers
$10.00/1g

201802-67-7
282 suppliers
$6.00/1g

202831-65-0
152 suppliers
$19.00/250mg

References

92-86-4 Synthesis