Pyridine → N-[3-Chloro-4-(naphthalen-2-ylsulfanyl)-phenyl]-4-iodo-benzenesulfonamide

HRID 1865501Notes

Reaction equation

HRID 1865501 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:19])[CH:5]=[CH:6][C:7]=1[S:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1.N1C=CC=CC=1.[I:26][C:27]1[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:19][S:33]([C:30]2[CH:31]=[CH:32][C:27]([I:26])=[CH:28][CH:29]=2)(=[O:35])=[O:34])[CH:5]=[CH:6][C:7]=1[S:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 73994-Iodobenzenesulfonyl chlorideHCID 98619383-Chloro-4-(napthalen-2-ylsulfanyl)-phenylamine

Product 1

HCID 22148807N-[3-Chloro-4-(naphthalen-2-ylsulfanyl)-phenyl]-4-iodo-benzenesulfonamideYield 53%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared using the method of example 94, starting with 3-chloro-4-(naphthalen-2-ylsulfanyl)-phenylamine (92) (150 mg, 0.53 mmol), pyridine (Aldrich, 0.21 mL, 2.63 mmol) and 4-iodobenzenesulfonyl chloride (Acros, 175 mg, 0.58 mmol) in THF. 153 mg (53%) of 100 was obtained as a pale yellow solid.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-b244d67894f54d51a3575cf35081460d
Source dataset
uspto-grants-2009_12
Patent number
US07626033B2

Reaction notes

Loading…