Semicarbazide hydrochloride → HCID 53928010, compound

HRID 1166306Notes

Reaction equation

HRID 1166306 reaction equation
[CH:1]1([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:18][NH:19][C:20]([NH2:22])=[O:21].C([O-])(=O)C.[Na+]>C(O)C.O>[CH:1]1([O:8][C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[N:18][NH:19][C:20]([NH2:22])=[O:21])=[CH:11][CH:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 11236Semicarbazide hydrochlorideHCID 517045Sodium AcetateHCID 23433224HCID 23433224, compound

Product 1

HCID 53928010HCID 53928010, compoundYield 79.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 4-cycloheptyloxybenzaldehyde (1.7 g) in ethanol (20 mL) was added a solution of semicarbazide hydrochloride (0.96 g) and sodium acetate (0.69 g) in water (10 mL) at room temperature. The mixture was stirred for 30 min, and the resulting solid was collected by filtration, washed with water (3×30 mL) and dried in vacuo to yield the title compound as a white solid (1.7 g; 79%), mp: 215-216° C. 1H NMR (DMSO-d6): δ 10.07 (s, 1H), 7.76 (s, 1H), 7.61 (d, J=8.4, 2H), 6.89 (d, J=8.4, 2H), 6.40 (s, 2H), 4.54 (m, 1H), 1.98-1.47 (m, 2H).

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water (3×30 mL)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-ed2c4f5680844dec859710dfb83dae9c
Source dataset
uspto-grants-2003_09
Patent number
US06613803B1

Reaction notes

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