Ethanol → 1-Benzylsulfanyl-4-methanesulfonyl-2-nitro-benzene

HRID 513708Notes

Reaction equation

HRID 513708 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH2:15]([SH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([O-])([O-])=O.[Na+].[Na+].CCO>O>[CH2:15]([S:22][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 7509Benzyl mercaptanHCID 10340Sodium CarbonateHCID 667964-Chloro-3-nitrophenyl methyl sulfone

Product 1

HCID 92834201-Benzylsulfanyl-4-methanesulfonyl-2-nitro-benzeneYield 92.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a similar fashion using route 38 general procedure 92, 1-chloro-4-methanesulfonyl-2-nitrobenzene (750 mg, 3.19 mmol), benzylmercaptan (450 ml, 3.82 mmol), Na2CO3 (439 mg, 4.14 mmol) and EtOH:water (25 ml: 18 ml) at 90° C. for 4 h gave the title compound (950 mg, 92%) which was used in the next step without further purification. The structure was confirmed by 1H NMR.

Sources & evidence

ORD record
ord-69863f97c8e34f98b3d23e334fa1e755
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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