تفاعل #1509636

ord-22c186137a55489ea8f769b2e35db6ff

معادلة التفاعل

CCN(CC)CC
triethylamine
O=C(Cl)c1ccc(Br)cc1
4-bromo-benzoyl chloride
Nc1ccccc1Nc1ccccc1
N-phenylbenzene-1,2-diamine
O=C(Nc1ccccc1Nc1ccccc1)c1ccc(Br)cc1
Compound 8
O=C(Nc1ccccc1Nc1ccccc1)c1ccc(Br)cc1
4-Bromo-N-(2-(phenylamino)phenyl)benzamide

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحSubsequent filtration

الإجراء التجريبي

To a solution of 4-bromo-benzoyl chloride (11 g, 50 mmol) in anhydrous dichloromethane (DCM) (100 ml), was added N-phenylbenzene-1,2-diamine (10.2 g, 55 mmol), then triethylamine (17 ml, 122 mmol) slowly. The whole mixture was then stirred at room temperature (r.t.) overnight. Subsequent filtration gave a white solid (Compound 8) (6.5 g). The filtrate was worked up with water (300 ml), and then extracted with DCM (300 ml) three times. The resulting organic phase was collected and dried over MgSO4, concentrated and recrystallized in DCM/hexanes to give another portion of white solid (Compound 8) (10.6 g). The total amount of product (Compound 8) was 17.1 g, in 93% yield.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08927121B2uspto-grants-2015_01