Water → 2-chloro-N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)acetamide

HRID 1669532Notes

Reaction equation

HRID 1669532 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH:13]=[CH:12][C:11]([NH2:14])=[N:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].C(N(CC)CC)C.[Cl:22][CH2:23][C:24](Cl)=[O:25].O>O1CCCC1>[Cl:22][CH2:23][C:24]([NH:14][C:11]1[CH:12]=[CH:13][N:9]([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[N:10]=1)=[O:25]

Participants

6

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 234642861-(3,4-Dichlorophenyl)-1H-pyrazol-3-amine

Product 1

HCID 577054132-chloro-N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)acetamideYield 92.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution, ice cooled, of 1-(3,4-dichlorophenyl)-1H-pyrazol-3-amine (0.36 g, 1.59 mmol) and triethylamine (0.24 g, 2.38 mmol) in dry tetrahydrofurane (5 ml), 2-chloroacetyl chloride (0.2 g, 1.79 mmol) was added. The mixture was stirred overnight at room temperature, water added and the organic solvent evaporated in vacuo. The resulting suspension was filtered and dried yielding 0.45 g of 2-chloro-N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)acetamide as a beige colour solid.

Workup

  1. additionwas added
  2. customthe organic solvent evaporated in vacuo
  3. filtrationThe resulting suspension was filtered
  4. customdried

Sources & evidence

ORD record
ord-ef93c1bb995f44b983e325f7700c6b91
Source dataset
uspto-grants-2011_08
Patent number
US07989485B2

Reaction notes

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