HCID 19353526, compound → HCID 19353505, compound

HRID 610841Notes

Reaction equation

HRID 610841 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[N:15]=[C:14](Cl)[CH:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl[C:24]1C=C(NS(C2C=CC(NC(=O)C)=CC=2)(=O)=O)C=C(C(F)(F)F)[N:25]=1>CN.C(O)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[N:15]=[C:14]([NH:25][CH3:24])[CH:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 19353526HCID 19353526, compoundHCID 54480594HCID 54480594, compound

Product 1

HCID 19353505HCID 19353505, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6329MethylamineSolvent

Procedure

0.052 g (0.00015 mol) of 4-amino-N-(2-chloro-6-trifluoromethyl-pyridin-4-yl)-benzenesulfonamide was stirred in 30 ml of 8M methylamine in ethanol in an autoclave at 135° C. for 80 hours. The methylamine was allowed to evaporate, the residue was dissolved in ethanol, treated with 2 g of silica gel, concentrated and the residue was chromatographed on silica gel with ethyl acetate/hexane 1:2. There was obtained 0.036 g (70%) of 4-amino-N-(2-methylamino-6-trifluoromethyl-pyridin-4-yl)-benzenesulfonamide as colorless crystals; m.p.: >68° C. (dec.).

Workup

  1. customto evaporate
  2. dissolutionthe residue was dissolved in ethanol
  3. additiontreated with 2 g of silica gel
  4. concentrationconcentrated
  5. customthe residue was chromatographed on silica gel with ethyl acetate/hexane 1:2

Sources & evidence

ORD record
ord-4062f9d5b0424af184871758ce08d63d
Source dataset
uspto-grants-1999_12
Patent number
US05998665

Reaction notes

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