1-Butanol → 4-(Butylsulfanyl)-2-nitroaniline

HRID 616109Notes

Reaction equation

HRID 616109 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]#N)=[CH:7][C:6]=1[N+:14]([O-:16])=[O:15])(=O)C.[CH2:17](Br)[CH2:18][CH2:19]C.[OH-].[K+].C(O)CCC>O.C(Cl)(Cl)Cl>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][CH2:17][CH2:18][CH3:19])=[CH:7][C:6]=1[N+:14]([O-:16])=[O:15]

Participants

7

Reactant 4

HCID 2631-ButanolHCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 8180927Thiocyanic acid, 4-(acetylamino)-3-nitrophenyl ester

Product 1

HCID 110315614-(Butylsulfanyl)-2-nitroaniline

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

5 G. of 1-acetamido-2-nitro-4-thiocyanatobenzene and 2.8 ml. of n-butyl bromide are added to a solution of 4.8 g. of potassium hydroxide in 70 ml. of n-butanol. The mixture is left overnight at room temperature, then diluted with water. 1-Amino-2-nitro-4-n-butylthiobenzene is isolated by extraction with chloroform.

Sources & evidence

ORD record
ord-f737252ea0ff46e1963a4482e07c93b6
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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