HCID 19010933, compound → HCID 19010937, compound

HRID 892701Notes

Reaction equation

HRID 892701 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[C:5]([NH:7][N:8]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:9]([NH:11][CH2:12][CH3:13])=[O:10])=O>[OH-].[K+]>[C:14]([N:8]1[C:9](=[O:10])[N:11]([CH2:12][CH3:13])[C:5]([C:4]2[CH:18]=[CH:19][CH:20]=[C:2]([Cl:1])[CH:3]=2)=[N:7]1)([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 1

HCID 19010933HCID 19010933, compound

Product 1

HCID 19010937HCID 19010937, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

A solution of 1-(3-chloro-benzoyl)-2-t-butyl-4-ethyl semicarbazide (2.0 g, 0.067 mole) in 5% potassium hydroxide (40 mL) was refluxed for 20 hours, then cooled to room temperature and extracted with ethyl acetate (3×60 mL). The combined organic layers were washed with water (100 mL) and brine (100 mL), dried with sodium sulfate and filtered. The solvent was removed in vacuo to give a yellow liquid (1.2 g, 64% yield).

Workup

  1. extractionextracted with ethyl acetate (3×60 mL)
  2. washThe combined organic layers were washed with water (100 mL) and brine (100 mL)
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d3c8787c9f6d4273a0f942410e3b06e5
Source dataset
uspto-grants-1992_06
Patent number
US05120347

Reaction notes

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