Thiosemicarbazide Hydrochloride → HCID 178491699, compound

HRID 1088536Notes

Reaction equation

HRID 1088536 reaction equation
C(O[C:4]1[CH2:8][CH:7]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH2:6][N:5]=1)C.Cl.[NH2:20][NH:21][C:22]([NH2:24])=[S:23]>C(O)C>[CH3:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][S:9][CH:7]2[CH2:6][NH:5][C:4](=[N:20][NH:21][C:22]([NH2:24])=[S:23])[CH2:8]2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 3037943Thiosemicarbazide HydrochlorideHCID 104680652-Ethoxy-4-p-methoxybenzylthio-1-pyroline

Product 1

HCID 178491699HCID 178491699, compoundYield 21.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-ethoxy-4-p-methoxybenzylthio-1-pyrroline (900 mg) and thiosemicarbazide hydrochloride (433 mg) in ethanol (30 ml) was refluxed under heating for 1.5 hours. The reaction solution was evaporated to dryness under reduced pressure, then the residue was distributed between ethyl acetate and 5% aqueous solution of sodium hydroxide and the organic phase was dried over Na2SO4 before the solvent was distilled off under reduced pressure. The resultant residue was passed through a column packed with 25 g of silica gel and eluted with ethyl acetate and thus 230 mg of the objective compound was obtained as colorless foam.

Workup

  1. temperatureunder heating for 1.5 hours
  2. customThe reaction solution was evaporated to dryness under reduced pressure
  3. dry with materialthe organic phase was dried over Na2SO4 before the solvent
  4. distillationwas distilled off under reduced pressure
  5. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-94973597c9e0477d9a173b09b1614913
Source dataset
uspto-grants-1990_10
Patent number
US04962202

Reaction notes

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