HCID 18612770, compound → HCID 18612921, compound

HRID 1264595Notes

Reaction equation

HRID 1264595 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[N+:25]([O-])=O)[CH2:13][C:14]([O:16][CH3:17])=[O:15])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[H][H]>C(O)C.C(OCC)(=O)C.[Pd]>[NH2:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][N:12]([S:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)(=[O:11])=[O:10])[CH2:13][C:14]([O:16][CH3:17])=[O:15]

Participants

5

Reactant 2

HCID 18612770HCID 18612770, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18612921HCID 18612921, compoundYield 103.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

To a solution of 4.2 g of methyl 2-[(4-methoxybenzenesulfonyl)-(2-nitrobenzyl)amino]acetate in 200 ml of ethanol-ethyl acetate (1:1) was added 0.42 g of 10% Pd on carbon (wet −50% H2O) and the mixture shaken in a Parr hydrogenator under 35 pounds per square inch of hydrogen for 4.5 hours at room temperature. The mixture was filtered through diatomaceous earth and the filtrate concentrated to dryness under vacuum to give 4.0 g of crystals, m.p. 100°-102° C.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationthe filtrate concentrated to dryness under vacuum

Sources & evidence

ORD record
ord-e317ab3698ec43129ce8d14a250e704f
Source dataset
uspto-grants-2003_04
Patent number
US06544984B1

Reaction notes

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