Amino 4-methylbenzene-1-sulfonate → HCID 86644593, compound

HRID 2195691Notes

Reaction equation

HRID 2195691 reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N:22]3[CH2:27][CH:26]([CH3:28])[O:25][CH:24]([CH3:29])[CH2:23]3)[CH:8]=2)[N:3]=1.[S:30]([O:40][NH2:41])([C:33]1[CH:39]=[CH:38][C:36]([CH3:37])=[CH:35][CH:34]=1)(=[O:32])=[O:31]>CN(C)C=O.ClCCl>[S:30]([C:33]1[CH:39]=[CH:38][C:36]([CH3:37])=[CH:35][CH:34]=1)([O-:40])(=[O:32])=[O:31].[NH2:41][N+:3]1[C:4]2[C:9](=[CH:8][C:7]([N:22]3[CH2:23][CH:24]([CH3:29])[O:25][CH:26]([CH3:28])[CH2:27]3)=[CH:6][CH:5]=2)[C:10]([NH:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[C:11]([C:12]#[N:13])[C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 10965249Amino 4-methylbenzene-1-sulfonateHCID 670234962-Amino-3-cyano-4-benzylamino-6-(2,6-dimethylmorpholin-4-yl)quinoline

Product 1

HCID 86644593HCID 86644593, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To the solution of 3.2 g of 2-amino-3-cyano-4-benzylamino-6-(2,6-dimethylmorpholin-4-yl)quinoline in 20 ml dimethylformamide, 2.2 g of O-tosylhydroxylamine in 25 ml dichloromethane is dropped at 20° C. in 15 minutes. After 5 hours of stirring the precipitated crystalline material is filtered off. After drying 3.4 g of the title compound is obtained (MH+:403).

Workup

  1. filtrationis filtered off
  2. dry with materialAfter drying 3.4 g of the title compound
  3. customis obtained (MH+:403)

Sources & evidence

ORD record
ord-162e441f075342d88895a055baf3ac58
Source dataset
uspto-grants-2012_12
Patent number
US08338411B2

Reaction notes

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