Imidazole → HCID 19854577, compound

HRID 417878Notes

Reaction equation

HRID 417878 reaction equation
CC1C=CC(S(O[CH2:12][CH2:13][C:14]#[CH:15])(=O)=O)=CC=1.[NH:16]1[CH:20]=[CH:19][N:18]=[CH:17]1.C([O-])([O-])=O.[K+].[K+].C(Cl)Cl>CC(=O)CC.O>[CH2:12]([N:16]1[CH:20]=[CH:19][N:18]=[CH:17]1)[CH2:13][C:14]#[CH:15]

Participants

7

Reactant 4

HCID 795ImidazoleHCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 2720203-Butynyl p-toluenesulfonate

Product 1

HCID 19854577HCID 19854577, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of but-3-ynyl 4-methylbenzenesulfonate (1.04 g), imidazole (573 mg) and K2CO3 (3.88 g) in 2-butanone (10 mL) was heated to reflux overnight. Work-up (DCM, H2O), drying (Na2SO4) and concentration gave 1-(but-3-ynyl)-1H-imidazole (501 mg).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customdrying
  4. concentration(Na2SO4) and concentration

Sources & evidence

ORD record
ord-9187925b6aca48058b2f35e960096d08
Source dataset
uspto-grants-2012_01
Patent number
US08093229B2

Reaction notes

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