Ammonium formate → HCID 121268, compound

HRID 552383Notes

Reaction equation

HRID 552383 reaction equation
[CH2:1]([N:3]([CH2:19][CH3:20])[CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=1)(=[O:9])=[O:8])[CH3:2].C([O-])=O.[NH4+]>CCO.CCOC(C)=O.[Pd]>[NH2:16][C:13]1[CH:14]=[CH:15][C:10]([S:7]([NH:6][CH2:5][CH2:4][N:3]([CH2:19][CH3:20])[CH2:1][CH3:2])(=[O:8])=[O:9])=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 4572956HCID 4572956, compound

Product 1

HCID 121268HCID 121268, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

To a solution of N-(2-diethylamino-ethyl)-4-nitro-benzenesulfonamide (200 mg, 0.664 mmol) and ammonium formate (377 mg, 5.980 mmol) in EtOH/EtOAc (1/1: 8 mL) under nitrogen was added Pd/C 10% (35.3 mg, 0.033 mmol). The mixture is refluxed overnight until completion of the reaction. After filtration through a celite plug, the solvent is removed under reduced pressure to yield the title compound, which is used as such for the next step.

Workup

  1. temperatureThe mixture is refluxed overnight until completion of the reaction
  2. filtrationAfter filtration through a celite plug
  3. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-2787446901a54f488db1605ee1028cca
Source dataset
uspto-grants-2011_05
Patent number
US07951818B2

Reaction notes

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