Réaction #2358517

ord-efa9f8d86a7a4728b3e428178310adf5

Équation de réaction

Cl
hydrochloric acid
CS(=O)(=O)c1cc(Cl)cc(OCCBr)c1
1-(2-bromoethoxy)-3-chloro-5-methylsulfonyl-benzene
CCCN
propane-1-amine
CCCNCCOc1cc(Cl)cc(S(C)(=O)=O)c1
N-[2-(3-chloro-5-methylsulfonyl-phenoxy)ethyl]propan-1-amine

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutrePreparation
  2. 2
    Autrere-crystallized from ethanol/diethyl ether

Mode opératoire

Preparation according to Example 1 but performed in one portion: 1-(2-bromoethoxy)-3-chloro-5-methylsulfonyl-benzene (0.5 g, 1.59 mmol) and propane-1-amine (1.04 ml, 12.76 mmol) in ethanol (5 ml). Yield: 368 mg (79.1%). The amine was converted to the hydrochloric acid salt and re-crystallized from ethanol/diethyl ether: M.p. 195-197° C. MS m/z (relative intensity, 70 eV) 291 (M+, 1), 264 (8), 262 (22), 73 (9), 72 (bp).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09120728B2uspto-grants-2015_09