Thiosemicarbazide → 3-Formylbenzamidine-thiosemicarbazone hydrochloride

HRID 892482Notes

Reaction equation

HRID 892482 reaction equation
[ClH:1].[CH:2]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([NH2:9])=[NH:8])=O.[NH2:13][NH:14][C:15]([NH2:17])=[S:16]>CO.O.Cl>[ClH:1].[CH:2](=[N:13][NH:14][C:15]([NH2:17])=[S:16])[C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([NH2:9])=[NH:8]

Participants

6

Reactant 2

HCID 2723789ThiosemicarbazideHCID 27592083-Formylbenzamidine hydrochloride

Product 1

HCID 867443493-Formylbenzamidine-thiosemicarbazone hydrochloride

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 1.84 g (~0.01 mol) of crude 3-formylbenzamidine hydrochloride (prepared analogously to Example 1b) in 10 ml of methanol is added dropwise to a solution of 0.91 g (0.01 mol) of thiosemicarbazide in 5 ml of water and 10 ml of 2N hydrochloric acid. This mixture is heated under reflux for 1 hour, cooled, filtered and concentrated to dryness by evaporation. The residue is recrystallised from methanol; m.p. 210° (with decomposition). The product contains 0.5 mol of water.

Workup

  1. temperatureThis mixture is heated
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. filtrationfiltered
  5. concentrationconcentrated to dryness by evaporation
  6. customThe residue is recrystallised from methanol

Sources & evidence

ORD record
ord-89991516791b43cebedd0bdbbfd0cc70
Source dataset
uspto-grants-1992_06
Patent number
US05118709

Reaction notes

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