Cesium carbonate → HCID 71816080, compound

HRID 532610Notes

Reaction equation

HRID 532610 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]3[CH2:13][C:14]4[S:15][CH:16]=[CH:17][C:18]=4[C:11]=3[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=[O:20].[Cs+].[Cs+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]3[C:13](=[O:20])[C:14]4[S:15][CH:16]=[CH:17][C:18]=4[C:11]=3[NH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 71816075HCID 71816075, compound

Product 1

HCID 71816080HCID 71816080, compoundYield 960%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 6-(3-Chloro-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.27 g, 1.0 mmol) and Cs2CO3 (3.26 g, 10 mmol) in DMF (10 mL) was stirred under molecular oxygen at ambient temperature. The reaction mixture was stirred for 12 hr. After poured into ice water, aqueous wash, and evaporation of the solvent provided the corresponding 6-(3-Chloro-phenyl)-4H-1-thia-4,5-diaza-cyclopenta[a]pentalen-7-one (2.75 g, 9.6 mmol) as orange solid in 96% yield.

Workup

  1. stirringThe reaction mixture was stirred for 12 hr

Sources & evidence

ORD record
ord-92d039cfd4b8449cb25391dbf7d2c4ba
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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