1-Chloro-2-nitrobenzene → 2-Nitro-4'-chloro diphenyl sulfide

HRID 1489624Notes

Reaction equation

HRID 1489624 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+].[Na+].Cl[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N+:22]([O-:24])=[O:23]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[N+:22]([O-:24])=[O:23])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 69451-Chloro-2-nitrobenzeneHCID 7815p-ChlorothiophenolHCID 10340Sodium Carbonate

Product 1

HCID 3653942-Nitro-4'-chloro diphenyl sulfideYield 94.1%

Procedure

This compound was synthesized by the model procedure from the following compounds: 4-Chlorothiophenol (15.0 g, 0.10 mol), Na2CO3 (15.50 g, 0.15 mol), and 2-chloro-nitrobenzene (16.3 g, 0.10 mol). The crude product, mp 91°-93° C., was recrystallized from alcohol to afford 25.0 g (91%) of yellow crystals, mp 94°-95° C. (lit. mp 94° C.). IR(KBr) 3050 (C--H), 1512 and 1336 cm-1 (NO2); 1H NMR (CDCl3) δ 8.2 (m, 1 H) and 7.45 (m, 7 H).

Workup

  1. customThis compound was synthesized by the model procedure from the following compounds
  2. customThe crude product, mp 91°-93° C., was recrystallized from alcohol

Sources & evidence

ORD record
ord-cd4dc363c38744a097322571077358f4
Source dataset
uspto-grants-1997_10
Patent number
US05679695

Reaction notes

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