Réaction #40340

ord-6b14da6e27204bad9338c2861405d99d

Équation de réaction

[Na+].[OH-]
caustic soda
CCCCCCBr
1-bromohexane
N=C(N)Nc1nc2c(s1)CNCC2
N-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine
O=C([O-])[O-].[Cs+].[Cs+]
caesium carbonate
CCCCCCN1CCc2nc(NC(=N)N)sc2C1
title compound
CCCCCCN1CCc2nc(NC(=N)N)sc2C1
N-(5-hexyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionis extracted with ethyl acetate
  2. 2
    Séchagethe combined organic phases are dried over sodium sulphate
  3. 3
    Concentrationconcentrated by evaporation

Mode opératoire

1-bromohexane (0.11 mmol) is added to a suspension of N-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine (0.1 mmol) and caesium carbonate (0.22 mmol) in dimethylformamide (0.3 ml) and the reaction mixture is stirred overnight at room temperature. After adding 2M caustic soda solution (1 ml) the mixture is extracted with ethyl acetate, the combined organic phases are dried over sodium sulphate and then concentrated by evaporation, the title compound being obtained in pure form.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07727979B2uspto-grants-2010_06