Thiophene → HCID 58625144, compound

HRID 390232Notes

Reaction equation

HRID 390232 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][CH2:17][NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[CH:6][C:5]=1[CH2:28][NH:29][CH2:30][CH2:31][CH3:32])([O-])=O.S1C=CC=C1.O=[Si]=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][CH2:17][NH:18][S:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)(=[O:21])=[O:20])=[CH:6][C:5]=1[CH2:28][NH:29][CH2:30][CH2:31][CH3:32]

Participants

6

Reactant 3

HCID 8030ThiopheneHCID 24261SilicaHCID 58625126HCID 58625126, compound

Product 1

HCID 58625144HCID 58625144, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-[2-(4′-nitro-3′-propylaminomethyl-biphenyl-2-yl)-ethyl]-benzenesulfonamide (0.00031 mol) in methanol (50 mL) was hydrogenated with 10% Pd/C (0.100 g) as a catalyst in the presence of thiophene solution (0.5 mL). After uptake of H2 gas (3 equiv.), the reaction mixture was filtered over Dicalite and the filtrate was evaporated to yield the title compound as a residue. (The compound was used without further purification, immediately in the next reaction step.)

Workup

  1. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-7454bedcdc2a40348244c4e191b26b31
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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