HCID 9971204, compound → HCID 131719632, compound

HRID 1451320Notes

Reaction equation

HRID 1451320 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[S:6]1[C:18]2[N+:9](=[CH:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[CH:17]=2)[CH:8]=[CH:7]1.COC1C=CC(CN2C=CC(C(C3C=CN(CC4C=CC(OC)=CC=4)N=3)=C)=N2)=CC=1>C(O)C.C(#N)C>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[S:6]1[C:18]2[CH2:17][C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[CH2:10][N+:9]=2[CH:8]=[CH:7]1

Participants

5

Reactant 2

HCID 9971204HCID 9971204, compoundHCID 19047580HCID 19047580, compound

Product 1

HCID 131719632HCID 131719632, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6342AcetonitrileSolvent

Procedure

A reaction mixture containing thiazolo[3,2-b]isoquinolinium perchlorate (2.4 g; 8.4 mmol) and 1,1-di-[(1-p-methoxybenzyl)-pyrazol-3-yl)ethylene (4 g; 0.01 mol) in 125 ml of ethanol and 25 ml of acetonitrile was refluxed for 12 h under nitrogen. The reaction mixture was cooled to room temperature, the solid product was filtered, washed with ether, and dried in vacuo to afford 4.65 g (81.6%) of 11,11-di-[(1-p-methoxybenzyl)-pyrazol-3-yl)]-5,10-ethano-5,10-dihydrothiazolo[3,2-b]isoquinolinium perchlorate (Formula I: A=thiazolo; R1 =R2 =R3 =R6 =H; R4 =R5 =1-p-methoxybenzyl-3-pyrazolyl; X- =ClO4-).

Workup

  1. temperaturewas refluxed for 12 h under nitrogen
  2. filtrationthe solid product was filtered
  3. washwashed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-7b319385d10c48c9a9d542f885325646
Source dataset
uspto-grants-1997_02
Patent number
US05604224

Reaction notes

Loading…