Cesium carbonate → HCID 71816081, compound

HRID 532617Notes

Reaction equation

HRID 532617 reaction equation
[S:1]1[CH:8]=[CH:7][C:6]2[C:5]3[NH:9][N:10]=[C:11]([C:12]4[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=4)[C:4]=3[CH2:3][C:2]1=2.C([O-])([O-])=[O:20].[Cs+].[Cs+]>CN(C=O)C>[NH2:18][C:15]1[CH:16]=[CH:17][C:12]([C:11]2[C:4]3[C:3](=[O:20])[C:2]4[S:1][CH:8]=[CH:7][C:6]=4[C:5]=3[NH:9][N:10]=2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 71815809HCID 71815809, compound

Product 1

HCID 71816081HCID 71816081, compoundYield 930%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-(4,7-Dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl)-phenylamine (0.25 g, 1.0 mmol) and Cs2CO3 (3.26 g, 10.0 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-(4-Amino-phenyl)-4H-1-thia-4,5-diaza-cyclopenta[a]pentalen-7-one (2.49 g, 9.3 mmol) as brown solid in 93% yield.

Workup

  1. stirringThe reaction mixture was stirred for 12 hr

Sources & evidence

ORD record
ord-fcf33667560b472290906dca3e5a5ef6
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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