Toluene → HCID 178516350, compound

HRID 1372492Notes

Reaction equation

HRID 1372492 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[C:7](OCC)(=[O:10])[C:8]#[CH:9].C1(C)C=CC=CC=1>O1CCOCC1>[OH:10][C:7]1[CH:8]=[CH:9][N:3]2[N:4]=[CH:5][CH:6]=[C:2]2[N:1]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 12182Ethyl propiolateHCID 178418806HCID 178418806, compound

Product 1

HCID 178516350HCID 178516350, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 3-aminopyrazole (11.5 g, 0.138 mol) in 65 mL of 1,4-dioxane was added ethyl propiolate (14.7 g, 15.2 mL, 0.150 mol) dropwise, and the resultant light yellow solution was warmed to reflux. After 4 h, the blood-red solution was cooled to room temperature and 100 mL of toluene was added with stirring. The resultant precipitate was collected with toluene and air-dried to afford the title compound as a tan solid. MS 136.0 (M+1)

Workup

  1. temperaturethe resultant light yellow solution was warmed to reflux
  2. customThe resultant precipitate was collected with toluene
  3. customair-dried

Sources & evidence

ORD record
ord-77587865826c4abd9850744d869bc32c
Source dataset
uspto-grants-2007_01
Patent number
US07157490B2

Reaction notes

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