Semicarbazide hydrochloride → HCID 54221122, compound

HRID 1166305Notes

Reaction equation

HRID 1166305 reaction equation
[CH:1]1([O:7][C:8]2[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:17][NH:18][C:19]([NH2:21])=[O:20].C([O-])(=O)C.[Na+]>C(O)C.O>[CH:1]1([O:7][C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[N:17][NH:18][C:19]([NH2:21])=[O:20])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 11236Semicarbazide hydrochlorideHCID 517045Sodium AcetateHCID 112871794-Cyclohexyloxybenzaldehyde

Product 1

HCID 54221122HCID 54221122, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 4-cyclohexyloxybenzaldehyde (2.1 g) in ethanol (50 mL) was added a solution of semicarbazide hydrochloride (1.24 g) and sodium acetate (0.87 g) in water (20 mL) at room temperature. The mixture was stirred for 30 min, and the resulting solid was collected by filtration, washed with water (3×50 mL) and dried in vacuo to yield the title compound as a white solid (2.2 g, 72%), mp: 215 -217° C. 1H NMR (DMSO-d6): δ 10.08 (s, 1H), 7.61 (d, J=8.5, 2H), 6.92 (d, J=8.5, 2H), 6.41 (s, 2H), 4.38 (m, 1H), 1.91-1.24 (m, 10H).

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water (3×50 mL)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-5cd2fe9150b14c9d94085e9c8b29f4bd
Source dataset
uspto-grants-2003_09
Patent number
US06613803B1

Reaction notes

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