Methyl iodide → N,N-Diethyl-N-[4-hydroxy-4-methyl-8-(3-methyl-7-propyl-xanthin-1-yl)-2-octynyl]-N-methylammonium iodide

HRID 1738790Notes

Reaction equation

HRID 1738790 reaction equation
[CH2:1]([N:3]([CH2:29][CH3:30])[CH2:4][C:5]#[C:6][C:7]([OH:28])([CH3:27])[CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:21](=[O:22])[C:20]2[N:19]([CH2:23][CH2:24][CH3:25])[CH:18]=[N:17][C:16]=2[N:15]([CH3:26])[C:13]1=[O:14])[CH3:2].[CH3:31][I:32]>C(OCC)C>[I-:32].[CH2:29]([N+:3]([CH2:1][CH3:2])([CH2:4][C:5]#[C:6][C:7]([OH:28])([CH3:27])[CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:21](=[O:22])[C:20]2[N:19]([CH2:23][CH2:24][CH3:25])[CH:18]=[N:17][C:16]=2[N:15]([CH3:26])[C:13]1=[O:14])[CH3:31])[CH3:30]

Participants

4

Reactant 2

HCID 6328Methyl iodide2×HCID 98685471-(8-Diethylamino-5-hydroxy-5-methyl-6-octynyl)-3-methyl-7-propylxanthine

Product 1

HCID 15390905N,N-Diethyl-N-[4-hydroxy-4-methyl-8-(3-methyl-7-propyl-xanthin-1-yl)-2-octynyl]-N-methylammonium iodide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1 g (2.4 mmol) of 1-(8-diethylamino-5-hydroxy-5-methyl-6-octynyl)-3-methyl-7-propylxanthine--prepared as in Example 1A2), 1C2) or 1D2)--was introduced into 30 ml of diethyl ether, 425 mg (3.0 mmol) of methyl iodide were added, and the mixture was stirred at room temperature for 20 hours. Then a further 212 mg (1.5 mmol) of methyl iodide were added and the mixture was stirred under reflux for 2 hours. The resulting crystals were filtered off with suction, washed with diethyl ether and dried.

Workup

  1. additionwere added
  2. stirringthe mixture was stirred
  3. temperatureunder reflux for 2 hours
  4. filtrationThe resulting crystals were filtered off with suction
  5. washwashed with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-65711aea8ca4428a8a93b0835e217a85
Source dataset
uspto-grants-1999_10
Patent number
US05965555

Reaction notes

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