HCID 2435435, compound → HCID 3732956, compound

HRID 1782707Notes

Reaction equation

HRID 1782707 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15]1)(=[O:12])=[O:11])([O-])=O.O.O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)C.O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][CH:14]1[CH2:15][CH2:16][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:18][CH2:19]1)(=[O:12])=[O:11]

Participants

5

Reactant 2

HCID 2435435HCID 2435435, compoundHCID 18321164HCID 18321164, compound

Product 1

HCID 3732956HCID 3732956, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 75.0 g (0.2 mol) of 2-nitro-N-[1-(phenylmethyl)-4-piperidinyl]-benzenesulphonic acid amide in 2.0 l ethanol was added dropwise, at room temperature, a solution of 174.0 g ( 0.828 mol) of sodium dithionite-dihydrate in 700 ml of water. After the heat of the exothermic reaction had died away the mixture was refluxed for 4.5 hours, then the ethanol was distilled off and the aqueous phase remaining was extracted thoroughly with dichloromethane.

Workup

  1. temperatureAfter the heat of the exothermic reaction
  2. temperaturewas refluxed for 4.5 hours
  3. distillationthe ethanol was distilled off
  4. extractionthe aqueous phase remaining was extracted thoroughly with dichloromethane

Sources & evidence

ORD record
ord-c16f0b3efb414c96b5009953046aea03
Source dataset
uspto-grants-2009_03
Patent number
US07498325B2

Reaction notes

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