Pyridine → HCID 13755214, compound

HRID 622611Notes

Reaction equation

HRID 622611 reaction equation
N1C=CC=CC=1.[C:7](Cl)(=[O:10])[CH2:8][CH3:9].[NH2:12][C:13]1[N:17]([C:18]2[C:23]([Cl:24])=[CH:22][C:21]([Cl:25])=[CH:20][N:19]=2)[N:16]=[CH:15][CH:14]=1>C(Cl)Cl>[C:7]([NH:12][C:13]1[N:17]([C:18]2[C:23]([Cl:24])=[CH:22][C:21]([Cl:25])=[CH:20][N:19]=2)[N:16]=[CH:15][CH:14]=1)(=[O:10])[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 1049PyridineHCID 62324Propionyl chlorideHCID 21291163HCID 21291163, compound

Product 1

HCID 13755214HCID 13755214, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4.3 ml (0.053 mole) of pyridine and 3.6 ml (0.051 mole) of propionyl chloride are successively added dropwise to 11 g (0.048 mole) of 5-amino-1-(3,5-dichloropyrid-2-yl)-pyrazole in 80 ml of methylene chloride at room temperature, with stirring. When the addition has ended, stirring is continued for a further 5 hours, the mixture is diluted with 70 ml of methylene chloride, washed successively with dilute hydrochloric acid, saturated sodium bicarbonate solution and sodium chloride solution and dried over magnesium sulphate and the solvent is removed in vacuo. 12.5 g (91.4% of theory) of 5-propionamido-1-(3,5-dichloropyrid-2-yl)-pyrazole of melting point 116°-124° C. are obtained.

Workup

  1. additionWhen the addition
  2. stirringstirring
  3. washwashed successively with dilute hydrochloric acid, saturated sodium bicarbonate solution and sodium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-bd1b5f5ccbd74f1e89c1e1aab4a45c92
Source dataset
uspto-grants-1988_09
Patent number
US04772312

Reaction notes

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