Chlorosuccinimide → HCID 58356372, compound

HRID 244620Notes

Reaction equation

HRID 244620 reaction equation
[CH3:1][CH:2]([N:4]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=[N:5]1)[CH3:3].[Cl:13]N1C(=O)CCC1=O>CN(C=O)C>[Cl:13][C:7]1[CH:6]=[N:5][N:4]([CH:2]([CH3:1])[CH3:3])[C:8]=1[C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 19576656HCID 19576656, compound

Product 1

HCID 58356372HCID 58356372, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of methyl 1-(1-methylethyl)-1H-pyrazole-5-carboxylate (120 mg) in DMF (3 ml) was treated with N-chlorosuccinimide (95 mg) and heated to 60° C. for 18 h under nitrogen. The cooled mixture was partitioned between diethyl ether (20 ml) and water (20 ml), separated and dried over sodium sulphate then evaporated to give the title compound as a pale yellow oil (135 mg).

Workup

  1. customThe cooled mixture was partitioned between diethyl ether (20 ml) and water (20 ml)
  2. customseparated
  3. dry with materialdried over sodium sulphate
  4. customthen evaporated

Sources & evidence

ORD record
ord-d39ab63f79d640aeacf1427efdfa433b
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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