All Notebooks | Help | Support | About
31st October 2013 @ 02:01

Reaction did not work

According to Althea's method AT-6-4

Procedure:

AT-5 (200 mg, 0.8 mmol, 1.0 equiv.), isopropanol (4 mL) and ammonia (8 mL) were stired in a sealed tube and then heated to 120 ˚C [blast shield in place] for 6 hours (according to AT-6-4). Some of the reaction mixture seeped through the seal..not sure why. Reaction mixture was evaporated but some water remained and so extraction into EtOAc (30 mL) was performed and the organic layers were washed with brine before being dried in vacuo. NMR showed SM and impurities from previous reaction (prior to bromination.

Need to ask Althea if the reaction was performed in the Q-tube or if the reaction just didn't work because of the leaking seal.

Data:

AEW 100-2 crude reaction - SM.pdf
AEW 100-2 crude reaction - SM.mnova
AEW 100-2.zip

Hazard and Risk Assessment:

See: Amination of bromochlorothienopyrimidine (AT-6-4) 

InChi:

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

to 

InChI=1S/C6H4BrN3S/c7-4-1-3-5(11-4)6(8)10-2-9-3/h1-2H,(H2,8,9,10)

Attached Files
AEW 100-2 crude reaction - SM.pdf
AEW 100-2 crude reaction - SM.mnova
AEW 100-2.zip