Reacción #302893

ord-0a74d17aec6e4360a8b38730d97d3d46

Ecuación de reacción

Cc1cccc(CNC2=NCCS2)c1C.Cl
((2,3-dimethylphenyl)methyl)-1,3-thiazolin-2-ylamine hydrochloride
[Na+].[OH-]
sodium hydroxide
Cc1cccc(CNC2=NCCS2)c1C
title compound
Rendimiento 99.6%
Cc1cccc(CNC2=NCCS2)c1C
((2,3-dimethylphenyl)methyl)-1,3-thiazolin-2-ylamine
Rendimiento 99.6%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONThe reaction mixture was poured into a separatory funnel
  2. 2
    Otrothe organic phase was removed
  3. 3
    ExtracciónThe aqueous phase was extracted with 100 mL of diethyl ether
  4. 4
    ExtracciónThe organic extract
  5. 5
    Secadodried with sodium sulfite
  6. 6
    Filtraciónfiltered
  7. 7
    ConcentraciónThe filtrate was concentrated under reduced pressure

Procedimiento

A mixture of 1.4 grams (0.034 mole) of sodium hydroxide in 100 mL of water was added to a stirred, cold (ice water bath) mixture of 8.0 grams (0.031 mole) of ((2,3-dimethylphenyl)methyl)-1,3-thiazolin-2-ylamine hydrochloride (Compound C11) in 100 mL of diethyl ether. The reaction mixture was allowed to warm to ambient temperature where it stirred for two hours. The reaction mixture was poured into a separatory funnel and the organic phase was removed and saved. The aqueous phase was extracted with 100 mL of diethyl ether. The organic extract was combined with the saved organic phase, dried with sodium sulfite and filtered. The filtrate was concentrated under reduced pressure to yield 6.8 grams of the title compound as a white solid, melting point 110-114° C. The NMR spectrum was consistent with the proposed structure.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08193118B2uspto-grants-2012_06