Iodoethane → HCID 13474421, compound

HRID 542812Notes

Reaction equation

HRID 542812 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:12]1[N:16]([CH3:17])[N:15]=[N:14][N:13]=1.[CH2:18](I)[CH3:19].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:18]([N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2](=[O:1])[C:3]([C:12]2[N:16]([CH3:17])[N:15]=[N:14][N:13]=2)=[CH:4]1)[CH3:19]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178482010HCID 178482010, compound

Product 1

HCID 13474421HCID 13474421, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-hydroxy-3-(1-methyl-1H-tetrazol-5-yl)quinoline (2 g), ethyl iodide (1.1 ml), anhydrous potassium carbonate (1.83 g) and dimethylformamide (100 ml) was stirred and heated on a steam bath for 18 hours. The mixture was evaporated under reduced pressure and the residue dissolved in industrial methylated spirit (100 ml). Dilution with diethyl ether (100 ml) gave a white precipitate which was collected and extracted with hot dichloromethane (100 ml). The extract was evaporated to give the novel compound 1-ethyl-3-(1-methyl-1H-tetrazol-5-yl)-4-quinolone, m.p. 170°-176°.

Workup

  1. temperatureheated on a steam bath for 18 hours
  2. customThe mixture was evaporated under reduced pressure
  3. dissolutionthe residue dissolved in industrial methylated spirit (100 ml)
  4. customDilution with diethyl ether (100 ml) gave a white precipitate which
  5. customwas collected
  6. extractionextracted with hot dichloromethane (100 ml)
  7. customThe extract was evaporated

Sources & evidence

ORD record
ord-d3133667a24f458e9a0a195c9956ae0d
Source dataset
uspto-grants-1987_04
Patent number
US04659718

Reaction notes

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