Methyl iodide → HCID 19697534, compound

HRID 863282Notes

Reaction equation

HRID 863282 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[S:11][CH:10]([CH2:18][OH:19])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[K+].[CH3:22]I>O1CCCC1>[C:1]([O:5][C:6]([N:8]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[S:11][CH:10]([CH2:18][O:19][CH3:22])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 82127Potassium hydrideHCID 19697600HCID 19697600, compound

Product 1

HCID 19697534HCID 19697534, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.9 g of 4-tert-butoxycarbonyl-2(R,S)-hydroxymethyl-3,4-dihydro-2H1,4-benzothiazine are dissolved in 20 ml of tetrahydrofuran, and 1.5 g of a 20% potassium hydride suspension in oil are added at 0° C. 1.3 ml of methyl iodide are then added dropwise. The mixture is allowed to warm to room temperature and, when the reaction has ended, the mixture is poured onto water. After customary working up, the crude product is purified over 250 g of silica gel by means of FC (methylene chloride as the mobile phase): Rf (D)=0.45.

Workup

  1. additionthe mixture is poured onto water
  2. customthe crude product is purified over 250 g of silica gel by means of FC (methylene chloride as the mobile phase): Rf (D)=0.45

Sources & evidence

ORD record
ord-be4e586e8bd44aedbc05f5ed534b568c
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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