2-Chlorobenzaldehyde → HCID 178515540, compound

HRID 1594396Notes

Reaction equation

HRID 1594396 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[CH:4][CH:3]=1.[Cl:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=O.[CH3:16][C:17]1(C)OC(=O)CC(=O)[O:18]1>CCO>[Cl:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]1[CH2:16][C:17](=[O:18])[NH:1][C:2]2=[N:6][NH:5][CH:4]=[C:3]12

Participants

5

Reactant 3

HCID 69962-ChlorobenzaldehydeHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 74561Pyrazol-3-ylamine

Product 1

HCID 178515540HCID 178515540, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

To a stirring solution of 5-aminopyrazole (2.0 g, 20.1 mmol) in EtOH (40 mL) was added 2-chlorobenzaldehyde (2.8 mL, 20.1 mmol), followed by Meldrum's Acid (2.9 g, 20.1 mmol). The reaction was heated to 65° C. After 16 hr, the reaction was cooled to room temperature, filtered, washed with EtOH, and dried under reduced pressure to give the title compound (3.9 g, 78% yield) as a colorless solid. LRMS m/z (APCI+) 248 (M+1).

Workup

  1. temperaturethe reaction was cooled to room temperature
  2. filtrationfiltered
  3. washwashed with EtOH
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-83a7e480c7594970a0a5701247a0bb24
Source dataset
uspto-grants-2007_11
Patent number
US07300944B2

Reaction notes

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