2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → 5-Amino-1-(3,5-dichloro-pyrid-2-yl)-4-ethoxycarbonyl-pyrazole

HRID 622608Notes

Reaction equation

HRID 622608 reaction equation
C(O[CH:4]=[C:5]([C:11]#[N:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[Cl:13][C:14]1[C:15]([NH:21][NH2:22])=[N:16][CH:17]=[C:18]([Cl:20])[CH:19]=1>C(OC(O)C)C>[NH2:12][C:11]1[N:21]([C:15]2[C:14]([Cl:13])=[CH:19][C:18]([Cl:20])=[CH:17][N:16]=2)[N:22]=[CH:4][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 2

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 6009663,5-Dichloro-2-hydrazinylpyridine

Product 1

HCID 137552305-Amino-1-(3,5-dichloro-pyrid-2-yl)-4-ethoxycarbonyl-pyrazoleYield 98.3%

Reagents, catalysts & solvents 1

HCID 101298981-EthoxyethanolSolvent

Procedure

16.9 g (0.1 mole) of ethyl ethoxymethylenecyanoacetate and 17.8 g (0.1 mole) of 3,5-dichloro-pyrid-2-ylhydrazine in 150 ml of ethoxyethanol are stirred at 80° C. for 5 hours and then at 120° C. for a further 2 hours. For working up, the solvent is removed in vacuo. 29.6 g (98% of theory) of 5-amino-1-(3,5-dichloro-pyrid-2-yl)-4-ethoxycarbonyl-pyrazole of melting point 98°-101° C. are obtained.

Workup

  1. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-c998c34efefb4ee99bb0ca2dbd3a393b
Source dataset
uspto-grants-1988_09
Patent number
US04772312

Reaction notes

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