HCID 54198841, compound → HCID 54439226, compound

HRID 1288726Notes

Reaction equation

HRID 1288726 reaction equation
[N+:1]([C:4]1[CH:14]=[C:13]([S:15]([CH3:18])(=[O:17])=[O:16])[CH:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:14]=[C:13]([S:15]([CH3:18])(=[O:17])=[O:16])[CH:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 1

HCID 54198841HCID 54198841, compound

Product 1

HCID 54439226HCID 54439226, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of ethyl 2-nitro-4-methylsulphonylbenzoate (10.0 g) in methanol was hydrogenated over 5% palladium on charcoal catalyst (1.2 g) at room temperature and atmospheric pressure. The resultant slurry was filtered and the filtrate was evaporated to dryness to give ethyl 2-amino-4-methylsulphonylbenzoate (6.5 g) as a yellow solid NMR (CDC3) 1.4(t,3H) 3.1(s,3H) 4.35(q,2H) 6.1(bs,2H) 7.0(d, H) 7.2(s,1H) 7.95(d, 1H).

Workup

  1. filtrationThe resultant slurry was filtered
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-59c1b18f73924141a306926df27bf2e2
Source dataset
uspto-grants-1998_05
Patent number
US05747424

Reaction notes

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