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4th April 2013 @ 00:34
Mnr: MNR111-120

Attempted bromination of MNR99 at the 7 position rather than the 6 position. 

As for WO2011093684  (A2) ― 2011-08-04 - page 19 step 2

Starting material - Chlorination of MNR89 To Give MNR99-3

As for Bromination of MNR89 at the 7 position - MNR118-1

 

Hazard Assessment

 

 

 

Procedure

MNR99-3 (0.30 g, 1.76 mmol) was dissolved in acetic acid (2 ml) (*2 mL was used to make up volume in the reaction tube).  Bromine (0.27 mL, 5.27 mmol) was added and the reaction was stirred in a sealed tube at 120 °C for 14 hours.  The reaction mixture was cooled to room temperature, no precipitate had formed in the black reaction mixture.  The reaction mixture was transfered to a round bottomed flask ans rinsed with DCM (10 mL).  The mixture was distilled to remove the DCM then under reduced pressure to remove the acetic acid.  Ice was added to the resulting mixture and the solid was filtered off washing with water.


Column

Frac  6-26   - product?  not sure why this was not taken further (14/5/2013)

Frac 27-40

 

NMR

 

 

mnr119-1_frac6-26_1H.pdf
mnr119-1_frac27-40_1H.pdf

 

Strings

Starting material

 InChI=1S/C6H3ClN2S/c7-6-5-4(1-2-10-5)8-3-9-6/h1-3H

Product

InChI=1S/C6H2BrClN2S/c7-3-1-11-5-4(3)9-2-10-6(5)8/h1-2H

 

Attached Files
MNR119-1_table.PNG
MNR119_scheme.png
mnr119-1_frac6-26_1H.pdf
mnr119-1_frac27-40_1H.pdf