[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine → HCID 13823607, compound

HRID 1655184Notes

Reaction equation

HRID 1655184 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[NH:13][NH2:14].[C:15]([C:18](=[CH:24]N(C)C)[C:19]([O:21][CH2:22][CH3:23])=[O:20])(=O)[CH3:16]>C(O)C>[CH2:22]([O:21][C:19]([C:18]1[CH:24]=[N:14][N:13]([C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:9])([F:11])[F:10])=[CH:5][C:4]=2[Cl:12])[C:15]=1[CH3:16])=[O:20])[CH3:23]

Participants

4

Reactant 2

HCID 688223[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazineHCID 3806790Ethyl 2-acetyl-3-(dimethylamino)acrylate

Product 1

HCID 13823607HCID 13823607, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

By the method of Example 5, Step A, 101.3 g (0.4134 mole) of 2,6-dichloro-4-trifluoromethylphenylhydrazine and 76.8 g (0.415 mole) of ethyl 2-acetyl-3-dimethylaminoacrylate were reacted in 1944 mL of ethanol, yielding 139.4 g of 4-ethoxycarbonyl-5-methyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-1H-pyrazole as a viscous oil. A 4 g sample of this oil was removed and allowed to crystallize. The nmr spectrum of this waxy solid was consistent with the proposed structure.

Sources & evidence

ORD record
ord-4068423d80d94031b559a6d9cbc2e855
Source dataset
uspto-grants-1993_10
Patent number
US05250504

Reaction notes

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