تفاعل #2271667

ord-de235bb7c166476796d30a6a66578cc1

معادلة التفاعل

O
H2O
CN1CCN(c2nn(S(=O)(=O)c3ccccc3)c3ccccc23)CC1
3-(4- methyl-1-piperazinyl)-1-phenylsulfonyl-1H-indazole
O=C([O-])[O-].[K+].[K+]
K2CO3
N#CBr
cyanogen bromide
N#CN1CCN(c2nn(S(=O)(=O)c3ccccc3)c3ccccc23)CC1
4-[1-(Phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solid, which precipitated from solution
  2. 2
    ترشيحwas collected by filtration
  3. 3
    غسيلwas washed well with H2O affording 168 g (68%) of product
  4. 4
    أخرىA 5.2 g sample was recrystallized twice with ethanol-H2O yielding 4.0 g of 4-[1-(phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile, m.p.=178°-180° C.

الإجراء التجريبي

To a stirred mixture of 3-(4- methyl-1-piperazinyl)-1-phenylsulfonyl-1H-indazole (237 g, 0.67 mole), K2CO3 (102 g, 0.74 mole) and dimethylsulfoxide (DMSO, 2000 ml), under nitrogen, was added cyanogen bromide (72 g, 0.68 mmol) dissolved in DMSO (525 ml). The reaction was stirred at ambient temperature for 5.5 hours and was then poured into H2O (7 l). The solid, which precipitated from solution, was collected by filtration and was washed well with H2O affording 168 g (68%) of product. A 5.2 g sample was recrystallized twice with ethanol-H2O yielding 4.0 g of 4-[1-(phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile, m.p.=178°-180° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE037729E1uspto-grants-2002_06