HCID 12893591, compound → HCID 20296279, compound

HRID 1389440Notes

Reaction equation

HRID 1389440 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]3[N:17]([CH:18]=2)[C:16]2[CH2:15][CH2:14][NH:13][CH2:12][C:11]=2[S:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[C].[Pd].C1(C)C=C(C)C=C(C)C=1>[C:1]1([C:7]2[N:8]=[C:9]3[N:17]([CH:18]=2)[C:16]2[C:11](=[CH:12][N:13]=[CH:14][CH:15]=2)[S:10]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 12893591HCID 12893591, compound

Product 1

HCID 20296279HCID 20296279, compoundYield 53.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 7947MesityleneSolvent

Procedure

A mixture of 5.1 g of 2-phenyl-5,6,7,8-tetrahydroimidazo[2',1':2,3]thiazolo[5,4-c]pyridine, 10 g of 10% palladium carbon and 150 ml of mesitylene was refluxed with heating for 19 hours. After the catalyst was filtered off, the solvent was distilled off. To the residue was added n-hexane and crystals were filtered off. The crude crystals were recrystallized from ethyl acetate to give 2.7 g of 2-phenylimidazo[2',1':2,3]thiazolo[5,4-c]pyridine, melting at 183°-185° C.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 19 hours
  3. filtrationAfter the catalyst was filtered off
  4. distillationthe solvent was distilled off
  5. additionTo the residue was added n-hexane and crystals
  6. filtrationwere filtered off
  7. customThe crude crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-61348279639246e39826027163257daf
Source dataset
uspto-grants-1981_01
Patent number
US04244952

Reaction notes

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