Water → Methyl[5-(4-chlorophenyl)-3-methyl-1-(3-methylisothiazol-5-yl)-1h-pyrazol-4-yl]acetate

HRID 563994Notes

Reaction equation

HRID 563994 reaction equation
[NH:1]([C:3]1[S:7][N:6]=[C:5]([CH3:8])[CH:4]=1)[NH2:2].S(=O)(=O)(O)O.[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([CH:23]([C:29](=O)[CH3:30])[CH2:24][C:25]([O:27][CH3:28])=[O:26])=O)=[CH:17][CH:16]=1.O>CO>[CH3:28][O:27][C:25](=[O:26])[CH2:24][C:23]1[C:29]([CH3:30])=[N:2][N:1]([C:3]2[S:7][N:6]=[C:5]([CH3:8])[CH:4]=2)[C:21]=1[C:18]1[CH:17]=[CH:16][C:15]([Cl:14])=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 55282001(3-Methyl-isothiazol-5-yl)-hydrazineHCID 67004944Methyl 3-[(4-chlorophenyl)carbonyl]-4-oxopentanoate

Product 1

HCID 131729291Methyl[5-(4-chlorophenyl)-3-methyl-1-(3-methylisothiazol-5-yl)-1h-pyrazol-4-yl]acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.301 g (2.0 mmol) of 5-hydrazinyl-3-methylisothiazole and 0.099 ml (2.0 mmol) of concentrated sulfuric acid were added to 0.500 g (2.0 mmol) of methyl 3-[(4-chlorophenyl)carbonyl]-4-oxopentanoate in 10.00 ml of methanol, and the mixture was stirred under reflux for 6 hours. The mixture was poured into water and extracted with ethyl acetate.

Workup

  1. temperatureunder reflux for 6 hours
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-1fca7c035105413ebe12f970b69db05f
Source dataset
uspto-grants-2011_11
Patent number
US08067611B2

Reaction notes

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