Ethanol → HCID 57465901, compound

HRID 1914646Notes

Reaction equation

HRID 1914646 reaction equation
ClCCNC([N:7]1[C:11]([CH3:12])=[CH:10][C:9]([NH:13][C:14]([NH:16][CH2:17][CH2:18]Cl)=[O:15])=[N:8]1)=O.[O-]CC.[Na+].[Na].C(O)C>C1COCC1>[CH3:12][C:11]1[NH:7][N:8]=[C:9]([N:13]2[CH2:18][CH2:17][NH:16][C:14]2=[O:15])[CH:10]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 67185033HCID 67185033, compound

Product 1

HCID 57465901HCID 57465901, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-[3-(2-Chloro-ethyl)-ureido]-5-methyl-pyrazole-1-carboxylic acid (2-chloro-ethyl)-amide (14.5 g, 47.05 mmol) in THF (100 mL) was added sodium ethoxide solution prepared from sodium (2.2 g, 95.65 mmol) and ethanol (100 mL) and then the reaction mixture was stirred at RT for 20 h. Precipitation of white solid was observed. The reaction mixture was cooled to 0° C. and stirred for ˜2 h. The precipitated solid was collected by filtration, washed with ethanol and water, and dried under vacuum.

Workup

  1. customPrecipitation of white solid
  2. temperatureThe reaction mixture was cooled to 0° C.
  3. stirringstirred for ˜2 h
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with ethanol and water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-0dbb7314bddc4c52acd5872939910054
Source dataset
uspto-grants-2013_12
Patent number
US08614213B2

Reaction notes

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