1-Cyano-2-mercaptonaphthalene → 2-(4-Nitro-2-trichloromethylphenyldithio)-1-cyanonaphthalene

HRID 2285720Notes

Reaction equation

HRID 2285720 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]Cl)=[C:6]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:5]=1)([O-:3])=[O:2].[C:16]([C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][C:19]=1[SH:28])#[N:17]>O1CCOCC1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][S:28][C:19]2[CH:20]=[CH:21][C:22]3[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:18]=2[C:16]#[N:17])=[C:6]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 126146591-Cyano-2-mercaptonaphthaleneHCID 127635554-Nitro-2-trichloromethylbenzenesulfenyl chloride

Product 1

HCID 205441902-(4-Nitro-2-trichloromethylphenyldithio)-1-cyanonaphthaleneYield 81.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

30.7 g of 4-nitro-2-trichloromethylbenzenesulfenyl chloride in 500 ml of dioxane is reacted with 18.5 g of 1-cyano-2-mercaptonaphthalene. There is obtained 37 g (81% of theory) of 2-(4-nitro-2-trichloromethylphenyldithio)-1-cyanonaphthalene; m.p.: 170° C. (recrystallized from toluene).

Sources & evidence

ORD record
ord-c97b1efba270490580fe19d408b10c14
Source dataset
uspto-grants-1982_04
Patent number
US04324793

Reaction notes

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