Imidazole → HCID 21162743, compound

HRID 894211Notes

Reaction equation

HRID 894211 reaction equation
Cl[CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([C:17]([O:19][CH3:20])=[O:18])=[CH:16][C:3]1=2.[NH:21]1[CH:25]=[CH:24][N:23]=[CH:22]1.O>CN(C)C=O>[N:21]1([CH:2]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[CH2:6][O:5][C:4]3[CH:13]=[CH:14][C:15]([C:17]([O:19][CH3:20])=[O:18])=[CH:16][C:3]2=3)[CH:25]=[CH:24][N:23]=[CH:22]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 962WaterHCID 10446851HCID 10446851, compound

Product 1

HCID 21162743HCID 21162743, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Add 4.0 gm of methyl 6,11-dihydro-11-chlordibenz[b,e]oxepin-2-carboxylate to a 78° C. solution of 2.0 gm of imidazole in 15 ml of dimethylformamide. Stir under a nitrogen atmosphere for 1 hour. Cool to room temperature and pour into 25 ml of water. Extract twice with 125 ml of ether. Wash the combined ether extracts twice with 50 ml of water and with 25 ml of saturated aqueous sodium chloride. Dry over anhydrous sodium sulfate and evaporate to dryness to obtain the title product (Yield 3.12 gm).

Workup

  1. extractionExtract twice with 125 ml of ether
  2. washWash the combined ether
  3. dry with materialDry over anhydrous sodium sulfate
  4. customevaporate to dryness

Sources & evidence

ORD record
ord-c8add00a2ac845d4b9268b1037bad6f7
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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