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15th September 2014 @ 12:30

AEW 85 (crude, 1 g, 6.9 mmol) was stirred into MeCN (12 mL). 3-Pyridinecarboxaldehyde (0.74 g, 6.9 mmol, density 1.137 g/mL) was added and the reaction mixture (light brown) was stirred at room temperature for 40 hours. (NB May have been finished earlier but meetings prevented progress being followed). TLC indicates no starting hydrazine. 2.2 g of crude product obtained after removal of volatiles in vacuo. Used as crude in next reaction

Data:

TLC

AEW 199-2 100% EtOAc.jpg

SM

Hydrazine SM 200 MHz.pdf

Crude Product

AEW 199-2 200 MHZ crude.pdf

Hazard and Risk Assessment:

HIRAC AEW 199-1.pdf


InChi:

InChI=1S/C4H5ClN4/c5-3-1-7-2-4(8-3)9-6/h1-2H,6H2,(H,8,9)

and

InChI=1S/C6H5NO/c8-5-6-2-1-3-7-4-6/h1-5H

to

InChI=1S/C10H8ClN5/c11-9-6-13-7-10(15-9)16-14-5-8-2-1-3-12-4-8/h1-7H,(H,15,16)/b14-5+


Smiles

ClC1=CN=CC(NN)=N1

and

O=C([H])C1=CC=CN=C1

to

ClC1=CN=CC(N/N=C/C2=CN=CC=C2)=N1

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Attached Files
AEW 199-2 crude.zip
AEW 199-2 100% EtOAc.jpg
AEW 199-2 200 MHZ crude.pdf