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25th March 2013 @ 04:15
Mnr: MNR81-90

Synthesis of near neighbour analog MNR82-2 from pyrrole AEW45-1 and thiazolidinone PMY13-1

As for - Synthesis of Near Neighbour Analog MNR82-1

Starting materials from - Synthesis of 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole-3-carbaldehyde (AEW 45-1)

Preparation of 2-phenyliminothiazolidin-4-one (PMY 13-1)

 

Hazard Assessment

HIRAC MNR82.pdf

Procedure

Thiazolidinone PMY13-1 (0.094 g, 0.49 mmol) was dissolved in ethanol (7 mL) and piperdine (0.07 mL, 0.74 mmol) was added. AEW45-1 (120 mg, 0.49 mmol) was added to the mixture, and the resulting solution was heated to 60 °C. After 5 hours, TLC showed consumption of AEW45-1 and a precipitate had formed.  The reaction was allowed to cool to room temperature, was filtered and the precipitate washed with EtOH to yield a dark orange solid (0.147 g, 0.35 mmol, 72 %)

NMR

mnr82-2_1H.pdf
mnr82-2_filter.zip

Conclusion

 Similr result to before s taken on to the next step, the reduction of the nitro group.

Strings

Starting Materials

InChI=1S/C13H12N2O3/c1-9-7-11(8-16)10(2)14(9)12-3-5-13(6-4-12)15(17)18/h3-8H,1-2H3

InChI=1S/C10H9NOS/c12-9-7-13-10(11-9)6-8-4-2-1-3-5-8/h1-6H,7H2,(H,11,12)/b10-6-

Product

InChI=1S/C22H18N4O3S/c1-14-12-16(15(2)25(14)18-8-10-19(11-9-18)26(28)29)13-20-21(27)24-22(30-20)23-17-6-4-3-5-7-17/h3-13H,1-2H3,(H,23,24,27)/b20-13-

 

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