Methyl iodide → HCID 21268843, compound

HRID 1194780Notes

Reaction equation

HRID 1194780 reaction equation
[CH2:1]([N:4]([CH2:14][CH2:15][CH3:16])[CH:5]1[CH2:10][S:9][C:8]2[S:11][CH:12]=[CH:13][C:7]=2[CH2:6]1)[CH2:2][CH3:3].[CH2:17]([Li])CCC.CI>O1CCCC1.CCCCCC>[CH3:17][C:12]1[S:11][C:8]2[S:9][CH2:10][CH:5]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:14][CH2:15][CH3:16])[CH2:6][C:7]=2[CH:13]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 21268838HCID 21268838, compoundHCID 178418339Butyllithium

Product 1

HCID 21268843HCID 21268843, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

A mixture of 2.5 g of N,N-dipropyl-5,6-dihydro-4H-thieno[2,3-b]-thiopyran-5-amine in 40 ml of tetrahydrofuran is treated with 4 ml of 2.5 M n-butyl lithium in hexane at 0°. After 30 minutes at 0°, 1.5 g of methyl iodide is added and the mixture is kept at room temperature for 1 hour. Dilution with ether and washing with water followed by drying and removal of the solvent in vacuo affords 2-methyl-N,N-dipropyl-5,6-dihydro-4H-thieno[2,3-b]-thiopyran-5-amine.

Workup

  1. waitthe mixture is kept at room temperature for 1 hour
  2. washDilution with ether and washing with water
  3. customby drying
  4. customremoval of the solvent in vacuo

Sources & evidence

ORD record
ord-014b527e36f34354863210b8569bf019
Source dataset
uspto-grants-1989_03
Patent number
US04816474

Reaction notes

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