2-Nitrobenzenesulfenyl chloride → HCID 20566344, compound

HRID 848178Notes

Reaction equation

HRID 848178 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]Cl)([O-:3])=[O:2].[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19][CH2:20][C:21]1[N:25]=[CH:24][O:23][N:22]=1>C(Cl)(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19][CH2:20][C:21]1[N:25]=[CH:24][O:23][N:22]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 243192-Nitrobenzenesulfenyl chlorideHCID 3057622Benzenamine, 2-((1,2,4-oxadiazol-3-ylmethyl)thio)-

Product 1

HCID 20566344HCID 20566344, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 2-nitrophenylsulphenyl chloride (1.44 g, 7.5×10-3 mol) in chloroform was added dropwise to a solution of 3-(2-aminophenylthiomethyl)-1,2,4-oxadiazole in chloroform (20 ml). The yellow mixture was stirred overnight, the crude product collected by filtration and recrystallised from ethyl acetate/hexane to give 3-[2-(2-nitrophenylsulphenylamino)phenyl]thiomethyl-1,2,4-oxadiazole, m.p. 90° (dec.).

Workup

  1. filtrationthe crude product collected by filtration
  2. customrecrystallised from ethyl acetate/hexane

Sources & evidence

ORD record
ord-15789ebc592e4c2d80ba5f0b59b3b428
Source dataset
uspto-grants-1981_10
Patent number
US04294843

Reaction notes

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