HRID2039427

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4610

1,2-Cyclohexanediamine

C6H14N2

HCID62657

Tripotassium phosphate

K3O4P

HCID67486

alpha-Carboline

C11H8N2

结构：Cc1ccc(S(=O)(=O)n2c3ccccc3c3cc(I)ccc32)cc1

HCID66974690

未命名化合物

2 次

PRODUCTS

生成物

结构：Cc1ccc(S(=O)(=O)n2c3ccccc3c3cc(-n4c5ccccc5c5cccnc54)ccc32)cc1

HCID70815224

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

溶剂HCID7929

m-Xylene

C8H10

PROCEDURE

实验过程

The synthesis of N-tosyl-3-iodocarbazole is described in WO2009/086028. Into a 250 mL flask was added 9H-pyrido[2,3-b]indole (5 g, 29.7 mmol), N-tosyl-3-iodocarbazole (14.63 g, 32.7 mmol), copper(I) iodide (0.283 g, 1.486 mmol) and potassium phosphate (13.25 g, 62.4 mmol). It was degassed before the addition of anhydrous m-xylene (150 mL) and cyclohexane-1,2-diamine (0.339 g, 2.97 mmol). The resultant green suspension was refluxed for three days. Column chromatography on silica gel (eluent hexane/DCM 1:4, v/v) provided the product 9-(9-tosyl-carbazol-3-yl)-pyrido[2,3-b]indole (9.9 g).

WORKUP

后处理

temperatureThe resultant green suspension was refluxed for three days

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-834e106a02774db4b6daf837a13c0321
来源数据集: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08580399B2
来源说明: uspto-grants-2013_11

反应 SMILES

[S:1]([N:11]1[C:23]2[CH:22]=[CH:21][C:20](I)=[CH:19][C:18]=2[C:17]2[C:12]1=[CH:13][CH:14]=[CH:15][CH:16]=2)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[N:25]1[C:30]2[NH:31][C:32]3[C:37]([C:29]=2[CH:28]=[CH:27][CH:26]=1)=[CH:36][CH:35]=[CH:34][CH:33]=3.P([O-])([O-])([O-])=O.[K+].[K+].[K+].C1(N)CCCCC1N>[Cu]I.C1(C)C=CC=C(C)C=1>[S:1]([N:11]1[C:23]2[CH:22]=[CH:21][C:20]([N:31]3[C:32]4[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=4)[C:29]4[CH:28]=[CH:27][CH:26]=[N:25][C:30]3=4)=[CH:19][C:18]=2[C:17]2[C:12]1=[CH:13][CH:14]=[CH:15][CH:16]=2)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2]