Toluene → HCID 19365590, compound

HRID 1601010Notes

Reaction equation

HRID 1601010 reaction equation
[C:1]([C:4]1[C:5](=[O:13])[C:6]2[CH:12]=[CH:11][S:10][C:7]=2[NH:8][CH:9]=1)(=O)[NH2:2].C1(C)C=CC=CC=1.O1CCCC1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1>O1CCOCC1>[C:1]([C:4]1[C:5](=[O:13])[C:6]2[CH:12]=[CH:11][S:10][C:7]=2[NH:8][CH:9]=1)(=[S:35])[NH2:2]

Participants

6

Reactant 4

HCID 1140TolueneHCID 8028TetrahydrofuranHCID 87949Lawesson's reagentHCID 22397238HCID 22397238, compound

Product 1

HCID 19365590HCID 19365590, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4,7-Dihydro-5-carbamoyl-4-oxothieno[2,3-b]pyridine derivative (vih) in an appropriate solvent, e.g. toluene, tetrahydrofuran, dioxane, an equivalent amount or a small excess amount of thioamide reagent, e.g. Lawessons reagent, is added under room temperature or ice-cooling. The mixture is stirred at a temperature of 0° C. to 80° C., and subjected to refluxing under heating if required, to give a 4,7-dihydro-5-thiocarbamoyl-4-oxothieno[2,3-b]pyridine derivative (viih).

Workup

  1. temperatureice-cooling
  2. temperatureto refluxing
  3. temperatureunder heating

Sources & evidence

ORD record
ord-6d2f7a13fdd24184af00691dceafdc19
Source dataset
uspto-grants-1999_11
Patent number
US05977132

Reaction notes

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