Allylamine → N-allyl-4-nitro-2-trichloromethylphenylsulfenamide

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].[CH2:16]([NH2:19])[CH:17]=[CH2:18]>>[CH2:16]([NH:19][S:10][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=1[C:12]([Cl:15])([Cl:14])[Cl:13])[CH:17]=[CH2:18]

Participants

Reactant 2

HCID 7853Allylamine

HCID 127635554-Nitro-2-trichloromethylbenzenesulfenyl chloride

Product 1

HCID 23465393N-allyl-4-nitro-2-trichloromethylphenylsulfenamideYield 95%

Procedure

As in Example 4, 61.4 g of 4-nitro-2-trichloromethylbenzenesulfenyl chloride is reacted with 23 g of allylamine. The hydrochloride is filtered off and the ether phase is concentrated. There is obtained 62 g (95% of theory) of N-allyl-4-nitro-2-trichloromethylphenylsulfenamide as a pale oil.

Workup

filtrationThe hydrochloride is filtered off
concentrationthe ether phase is concentrated

Sources & evidence

ORD record: ord-6e3c06f0d8a24476a4061dc20e4e31d1
Source dataset: uspto-grants-1981_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04261924

Reaction notes

Loading…