HCID 18957786, compound → HCID 18957798, compound

HRID 2379355Notes

Reaction equation

HRID 2379355 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-])=O)[CH:15]=1)=[O:13])(=[O:10])=[O:9]>[Pd].O.C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[CH:15]=1)=[O:13])(=[O:10])=[O:9]

Participants

5

Reactant 1

HCID 18957786HCID 18957786, compound

Product 1

HCID 18957798HCID 18957798, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In the same way as that described in Example 11, Step 2, using 1-(2-methylphenylsulphonylaminocarbonyl)-3-nitrobenzene (3 g, 9.4 mmol), 10% palladium on carbon (0.3 g, 10% (w/w)) in water (2 ml) and ethanol (60 ml), the title compound was afforded as a yellow solid. This was recrystallised from ethanol to give a pale yellow crystalline solid (2.21 g, 8.1%). mp 150°-152° C. 1H NMR (360 MHz, D6-DMSO) δ 2.61(3H, s), 6.78 (1H, d, J=7.8 Hz), 6.97-7.03 (2H, m), 7.12 (1H, t, J=7.8 Hz), 7.39-7.47 (2H, m), 7.58 (1H, t, J=7.5 Hz), 8.02 (1H, d, J =7.9 Hz).

Sources & evidence

ORD record
ord-3352e492e84a425fa8c081ddfd8b5791
Source dataset
uspto-grants-1994_11
Patent number
US05360802

Reaction notes

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