Tetrahydrofuran → HCID 15096965, compound

HRID 846771Notes

Reaction equation

HRID 846771 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH:8][C:9]([NH:11][CH3:12])=S.O1CCCC1>[Hg]=O.C(#N)C>[CH3:12][NH:11][C:9]1[NH:1][C:2]2[CH:3]=[N:4][CH:5]=[CH:6][C:7]=2[N:8]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 19883518HCID 19883518, compound

Product 1

HCID 15096965HCID 15096965, compound

Reagents, catalysts & solvents 2

HCID 30856Mercuric oxideCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of 7.3 parts of N-(3-amino-4-pyridinyl)-N'-methylthiourea, 15 parts of mercury (II)oxide, 90 parts of tetrahydrofuran and 80 parts of acetonitrile was stirred and refluxed for 20 hours. The reaction mixture was filtered hot over Hyflo and the filter-cake was washed with 240 parts of boiling ethanol. The filtrate was evaporated in vacuo and the residue was boiled in acetonitrile. The product was filtered off and dried, yielding 5 parts of N-methyl-3H-imidazo[4,5-c]pyridin-2-amine; mp. 255.7° C. (intermediate 96).

Workup

  1. temperaturerefluxed for 20 hours
  2. filtrationThe reaction mixture was filtered hot over Hyflo
  3. washthe filter-cake was washed with 240 parts of boiling ethanol
  4. customThe filtrate was evaporated in vacuo
  5. filtrationThe product was filtered off
  6. customdried

Sources & evidence

ORD record
ord-b8b54b658fb14ed28b1c42ed28d848fd
Source dataset
uspto-grants-1992_08
Patent number
US05137896

Reaction notes

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