2-Bromobenzenethiol → (+/-)-1-(((2-Bromophenyl)thio)methyl)-1-ethylpentanamine

HRID 398818Notes

Reaction equation

HRID 398818 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH2:9]([C:13]1([CH2:16][CH3:17])[CH2:15][NH:14]1)[CH2:10][CH2:11][CH3:12]>CO>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:15][C:13]([CH2:16][CH3:17])([NH2:14])[CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 805982-BromobenzenethiolHCID 217099702-Butyl-2-ethylaziridine

Product 1

HCID 18968814(+/-)-1-(((2-Bromophenyl)thio)methyl)-1-ethylpentanamineYield 113.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-bromothiophenol (13.5 g, Lancaster) in methanol (45 ml) was added dropwise 2-butyl-2-ethylaziridine (10.0 g, Synthetic Example 1(f)). The mixture was stirred at room temperature for 1 hour. Solvent was evaporated to afford the title product as a light yellow oil (25.6 g). 1H NMR consistent with the proposed structure.

Workup

  1. customSolvent was evaporated

Sources & evidence

ORD record
ord-54b6725a54c643498ef18e10b19f3721
Source dataset
uspto-grants-1998_10
Patent number
US05817652

Reaction notes

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