1-Methyl-3-aminopyrazole → HCID 14516775, compound

HRID 1762029Notes

Reaction equation

HRID 1762029 reaction equation
[CH2:1]([O:3][C:4](=[O:9])[CH:5]([NH2:8])[C:6]#[N:7])[CH3:2].[CH:10]([O-])([O-])OCC.[NH2:16][C:17]1[CH:21]=[CH:20][N:19]([CH3:22])[N:18]=1>C(#N)C>[NH2:7][C:6]1[N:16]([C:17]2[CH:21]=[CH:20][N:19]([CH3:22])[N:18]=2)[CH:10]=[N:8][C:5]=1[C:4]([O:3][CH2:1][CH3:2])=[O:9]

Participants

5

Reactant 3

HCID 1372541-Methyl-3-aminopyrazoleHCID 288716Ethyl 2-amino-2-cyanoacetateHCID 53630039Ethylorthoformate

Product 1

HCID 14516775HCID 14516775, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 200 ml of acetonitrile, 6.7 g of ethyl-aminocyanoacetate, 8.5 g of ethyl orthoformate and 5.6 g of 3-amino-1-methylpyrazole were refluxed under heating for 4.5 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. Crystals precipitated was filtered out, followed by washing with ether to give 7.5 g of the desired compound. m.p.: 168° to 170° C.

Workup

  1. temperatureunder heating for 4.5 hours
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. customCrystals precipitated
  5. filtrationwas filtered out
  6. washby washing with ether

Sources & evidence

ORD record
ord-82e9f32b94a94e1db6710f6fbed43b36
Source dataset
uspto-grants-1989_05
Patent number
US04830660

Reaction notes

Loading…