Amino 4-methylbenzene-1-sulfonate → HCID 86644590, compound

HRID 2195684Notes

Reaction equation

HRID 2195684 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][CH2:26][O:25][CH2:24][CH2:23]3)[CH:8]=2)[N:3]=1.[S:28]([O:38][NH2:39])([C:31]1[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=1)(=[O:30])=[O:29]>CN(C)C=O.ClCCl>[S:28]([C:31]1[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=1)([O-:38])(=[O:30])=[O:29].[NH2:39][N+:3]1[C:4]2[C:9](=[CH:8][C:7]([N:22]3[CH2:23][CH2:24][O:25][CH2:26][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 116748882-Amino-3-cyano-4-benzylamino-6-morpholino-quinoline

Product 1

HCID 86644590HCID 86644590, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To the solution of 3 g 2-amino-3-cyano-4-benzylamino-6-morpholino-quinoline in 20 ml dimethylformamide, 2.2 g of O-tosylhydroxylamine dissolved in 25 ml dichloromethane is added dropwise at 20° C. in 15 minutes. After 5 hours of stirring the precipitated crystalline material is filtered off. After drying 3.8 g of the title compound is obtained (MH+:376).

Workup

  1. additionis added dropwise at 20° C. in 15 minutes
  2. filtrationis filtered off
  3. dry with materialAfter drying 3.8 g of the title compound
  4. customis obtained (MH+:376)

Sources & evidence

ORD record
ord-b7d73b914eae46f08b0e44611fdd7a91
Source dataset
uspto-grants-2012_12
Patent number
US08338411B2

Reaction notes

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