Tetrabutylammonium Hydroxide → Tetrabutylammonium

HRID 975226Notes

Reaction equation

HRID 975226 reaction equation
[I:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.[OH-].[CH2:13]([N+:17]([CH2:26][CH2:27][CH2:28][CH3:29])([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH2:20][CH3:21])[CH2:14][CH2:15][CH3:16]>C(Cl)Cl>[CH2:26]([N+:17]([CH2:13][CH2:14][CH2:15][CH3:16])([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:27][CH2:28][CH3:29].[I:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2

Participants

5

Reactant 2

HCID 2723671Tetrabutylammonium HydroxideHCID 61015752-Amino-6-iodopurine

Product 2

HCID 16028TetrabutylammoniumHCID 61015752-Amino-6-iodopurine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 6-iodo-2-aminopurine (1.21 g., 4.637 mmole) in methylene chloride (12 ml.) at room temperature, was added 1.5M tetra (n-butyl) ammonium hydroxide (2.7 ml., 4.05 mmole). The reaction mixture was stirred for 10 minutes, and the volatiles were removed in vacuo. Methylene chloride (12 ml.) was added to the white residue, and the resulting solution was dried (magnesium sulfate), filtered, and the filtrate was concentrated in vacuo to yield the tetra (n-butyl) ammonium salt of 6-iodo-2-aminopurine as a white residue.

Workup

  1. customthe volatiles were removed in vacuo
  2. additionMethylene chloride (12 ml.) was added to the white residue
  3. dry with materialthe resulting solution was dried (magnesium sulfate)
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0f13020b01194a069e54f0f784b0979e
Source dataset
uspto-grants-1997_03
Patent number
US05608064

Reaction notes

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