Potassium Carbonate → HCID 178427653, compound

HRID 2195699Notes

Reaction equation

HRID 2195699 reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([OH:14])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:15])[CH:8]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[S:22]([O:32][NH2:33])([C:25]1[CH:31]=[CH:30][C:28]([CH3:29])=[CH:27][CH:26]=1)(=[O:24])=[O:23]>CN(C)C=O.ClCCl>[S:22]([C:25]1[CH:31]=[CH:30][C:28]([CH3:29])=[CH:27][CH:26]=1)([O-:32])(=[O:24])=[O:23].[NH2:33][N+:3]1[C:4]2[C:9](=[CH:8][C:7]([I:15])=[CH:6][CH:5]=2)[C:10]([OH:14])=[C:11]([C:12]#[N:13])[C:2]=1[NH2:1]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 10965249Amino 4-methylbenzene-1-sulfonateHCID 1785104572-Amino-3-cyano-4-hydroxy-6-iodoquinoline

Product 1

HCID 178427653HCID 178427653, compoundYield 57.4%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

0.62 g of 2-amino-3-cyano-4-hydroxy-6-iodoquinoline is stirred for 40 minutes in 10 ml dimethylformamide in the presence of 1 g solid potassium carbonate, then the solution of 0.6 g O-tosyl-hydroxylamine in 14 ml dichloromethane is added dropwise. After stirring the reaction mixture at room temperature for 4 hours, the precipitated solid material is filtered off and dried to obtain 0.57 g of the title compound (MH+: 327).

Workup

  1. filtrationthe precipitated solid material is filtered off
  2. customdried

Sources & evidence

ORD record
ord-26e51f8937f34a5fa5fdd80472c2bc2c
Source dataset
uspto-grants-2012_12
Patent number
US08338411B2

Reaction notes

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