Diethyl Ether → HCID 88702138, compound

HRID 637546Notes

Reaction equation

HRID 637546 reaction equation
[CH2:1]([S:5][CH2:6][CH2:7][C:8](=[O:30])[NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][CH2:18][CH:19]([O:22][C:23](=[O:29])[CH2:24][NH:25][C:26](=[O:28])[CH3:27])[O:20][CH3:21])[CH:11]=1)[CH2:2][CH2:3][CH3:4].C[I:32].[CH3:33]COCC>CN(C)C=O>[I-:32].[C:26]([NH:25][CH2:24][C:23]([O:22][CH:19]([O:20][CH3:21])[CH2:18][CH2:17][O:16][C:12]1[CH:11]=[C:10]([NH:9][C:8]([CH2:7][CH2:6][S+:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH3:33])=[O:30])[CH:15]=[CH:14][CH:13]=1)=[O:29])(=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 70487621HCID 70487621, compound

Product 1

HCID 88702138HCID 88702138, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolved in 4 ml of dimethylformamide was 4.41 g of 2-{3-(2-acetylaminoacetoxy-3-methoxypropoxy)phenylcarbamoyl}ethyl butyl sulfide. Thereto was added 5.00 g of methyl iodide and the mixture was stirred at room temperature for 24 hours. Ether was added to the reaction mixture and the insoluble solid was separated. The solid was purified with ethanol-ether, giving 5.20 g of 2-{3-(2-acetylaminoacetoxy-3-methoxypropoxy)phenyl carbamoyl}ethylbutylmethylsulfonium iodide (Compound 63) in 89.3% yield.

Workup

  1. customthe insoluble solid was separated
  2. customThe solid was purified with ethanol-ether

Sources & evidence

ORD record
ord-a262b1f6a7f147c78a62c3f254c13370
Source dataset
uspto-grants-1985_12
Patent number
US04556737

Reaction notes

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