Methyl iodide → HCID 20546707, compound

HRID 2059200Notes

Reaction equation

HRID 2059200 reaction equation
[ClH:1].[CH3:2][C:3]1[S:18][C:6]2[CH2:7][NH:8][CH2:9][CH:10]([C:11]3[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=3)[C:5]=2[CH:4]=1.[C:19](=O)([O-])[O-].[K+].[K+].CI>CCOCC>[ClH:1].[CH3:2][C:3]1[S:18][C:6]2[CH2:7][N:8]([CH3:19])[CH2:9][CH:10]([C:11]3[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=3)[C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20546729HCID 20546729, compound

Product 1

HCID 20546707HCID 20546707, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3.45 gm (0.01 mole) of 2-methyl-4-(p-bromophenyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine hydrochloride, m.p. 282°-283° C., 50 ml of ether, 2.8 gm (0.02 mol) of potassium carbonate and 1.5 gm (0.01 mol) of methyl iodide were admixed, and the mixture was heated for 2 hours on a water bath. The inorganic salts were separated by suction filtration, the solvent was evaporated out of the filtrate, and the hydrochloride was precipitated from the residue with ethereal hydrochloric acid, and recrystallized from isopropanol. 3.25 gm (91% of theory) of 2,6-dimethyl-4-(p-bromophenyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine hydrochloride, m.p. 258°-260° C., were obtained.

Workup

  1. temperaturethe mixture was heated for 2 hours on a water bath
  2. customThe inorganic salts were separated by suction filtration
  3. customthe solvent was evaporated out of the filtrate
  4. customthe hydrochloride was precipitated from the residue with ethereal hydrochloric acid
  5. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-92340ab541934a469ea120edd47003c5
Source dataset
uspto-grants-1982_03
Patent number
US04322423

Reaction notes

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