Ethanol → HCID 86738674, compound

HRID 1902467Notes

Reaction equation

HRID 1902467 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:19](=O)[CH3:20])=[C:16]([CH3:18])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].C(O)C.[OH-].[Na+].Cl.[NH2:28][NH:29][C:30]([NH2:32])=[O:31]>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:19](=[N:28][NH:29][C:30]([NH2:32])=[O:31])[CH3:20])=[C:16]([CH3:18])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 702EthanolHCID 11236Semicarbazide hydrochlorideHCID 14798Sodium HydroxideHCID 12813037HCID 12813037, compound

Product 1

HCID 86738674HCID 86738674, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(3,4,5-trimethoxyphenyl)-4-methyl-5-acetylthiazole (3.7 g corresponding to its 0.012 mol) was dissolved into 50 ml of ethanol, and 32 ml of an aqueous 2% solution of sodium hydroxide (0.013 mol) and 1.8 g (0.016 mol) of semicarbazide hydrochloride were added to the solution. The whole mixture was then heated for 5 hours under a reflux condenser. After cooling the reaction mixture to room temperature, the mixture was introduced into one liter of iced water. The precipitate which separated was collected by filtration, washed with water and was recrystallized from ethanol to obtain the object consisting of yellow needle-like crystals amounting to 3.0 g and melting at 240° to 242° C. The yield was 69%.

Workup

  1. additionwere added to the solution
  2. temperatureThe whole mixture was then heated for 5 hours under a reflux condenser
  3. customThe precipitate which separated
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customwas recrystallized from ethanol
  7. customto obtain the object

Sources & evidence

ORD record
ord-37f716443d3a40129d85902f9af5f0f2
Source dataset
uspto-grants-1982_12
Patent number
US04363813

Reaction notes

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