Semicarbazide hydrochloride → HCID 53838671, compound

HRID 372753Notes

Reaction equation

HRID 372753 reaction equation
[Cl:1][CH2:2][C:3](=O)[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][N:7]=1.Cl.[NH2:15][NH:16][C:17]([NH2:19])=[O:18]>C(O)C.O>[Cl:1][CH2:2][C:3](=[N:15][NH:16][C:17]([NH2:19])=[O:18])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][N:7]=1

Participants

5

Reactant 2

HCID 11236Semicarbazide hydrochlorideHCID 20326567HCID 20326567, compound

Product 1

HCID 53838671HCID 53838671, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1-Chloro-3-(5-chloropyrid-2-yloxy)propan-2-one (400 mg.) was dissolved in ethanol (4 ml.) with warming, and stirred while a solution of semicarbazide hydrochloride (223 mg.) in water (2 ml.) was added. The mixture was cooled in ice for 11/2 hours and filtered, and the filter cake was washed with a 1:1 v/v mixture of ethanol and water (1 ml.), then with water (3 × 1 ml.). The product was dried in a desiccator over silica gel to give 1-chloro-3-(5-chloropyrid-2-yloxy)-2-semicarbazonopropane, RF = 0.72 (5% v/v methanol in ethyl acetate), m.p. 115°-117° C.

Workup

  1. temperaturewith warming
  2. additionwas added
  3. temperatureThe mixture was cooled in ice for 11/2 hours
  4. filtrationfiltered
  5. washthe filter cake was washed with a 1:1 v/v mixture of ethanol and water (1 ml.)
  6. customThe product was dried in a desiccator over silica gel

Sources & evidence

ORD record
ord-947c4b5836e44e36a59860e0e9b245c9
Source dataset
uspto-grants-1978_05
Patent number
US04092323

Reaction notes

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