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Carbon Tetrachloride → 2-[4-Chloro-3-(2-chlorophenyl)-1H-pyrazol-1-yl]-N,N-dimethylpropanamide

HRID 615976
Notes
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Reaction equation

HRID 615976 reaction equation
[CH3:1][N:2]([CH3:19])[C:3](=[O:18])[CH:4]([CH3:17])[N:5]1[C:9](C)=[CH:8][C:7]([C:11]2C=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:6]1.[Cl:20]OC(C)(C)C.BrBr.[C:28]([Cl:32])(Cl)(Cl)Cl>C(O)(=O)C>[Cl:20][C:8]1[C:7]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:28]=2[Cl:32])=[N:6][N:5]([CH:4]([CH3:17])[C:3]([N:2]([CH3:19])[CH3:1])=[O:18])[CH:9]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 5943Carbon TetrachlorideHCID 24408BromineHCID 521297Tert-Butyl hypochloriteHCID 20370380N,N-Dimethyl-2-(5-methyl-3-phenyl-1H-pyrazol-1-yl)propanamide

Product 1

HCID 203706352-[4-Chloro-3-(2-chlorophenyl)-1H-pyrazol-1-yl]-N,N-dimethylpropanamide

Reagents, catalysts & solvents 1

HCID 176
Acetic Acid
Solvent

Procedure

Following the procedure of Example 108, but substituting 3-(o-chlorophenyl)-N,N,α-trimethylpyrazole-1-acetamide for N,N,α,5-tetramethyl-3-phenylpyrazole-1-acetamide, tert-butyl hypochlorite for bromine, and carbon tetrachloride for acetic acid as the reaction solvent, there was obtained 4-chloro-3-(o-chlorophenyl)-N,N,α-trimethylpyrazole-1-acetamide having a melting point of 108°-111° C.

Sources & evidence

ORD record
ord-50de529e1eb4478494e7baf97fca8eee
Source dataset
uspto-grants-1978_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04072498

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes