Chlorosuccinimide → HCID 50896795, compound

HRID 244618Notes

Reaction equation

HRID 244618 reaction equation
[CH3:1][CH:2]([N:4]1[CH:8]=[CH:7][C:6]([C:9]([O:11][CH3:12])=[O:10])=[N:5]1)[CH3:3].[Cl:13]N1C(=O)CCC1=O>CN(C=O)C>[Cl:13][C:7]1[C:6]([C:9]([O:11][CH3:12])=[O:10])=[N:5][N:4]([CH:2]([CH3:1])[CH3:3])[CH:8]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 19576723Methyl 1-isopropyl-1H-pyrazole-3-carboxylate

Product 1

HCID 50896795HCID 50896795, compoundYield 67.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of methyl 1-(1-methylethyl)-1H-pyrazole-3-carboxylate (0.13 g) in DMF (3 ml) was treated with N-chlorosuccinimide (0.103 g) and heated to 60° C. for 5 h under nitrogen. The cooled mixture was partitioned between diethyl ether (20 ml) and water (20 ml), separated, the organic extracts dried over sodium sulphate and evaporated to give the title compound as a pale yellow oil (0.105 g).

Workup

  1. customThe cooled mixture was partitioned between diethyl ether (20 ml) and water (20 ml)
  2. customseparated
  3. dry with materialthe organic extracts dried over sodium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-a7d729874253485aa93681359f7d2e89
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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