Thymine → Thymine

HRID 1034176Notes

Reaction equation

HRID 1034176 reaction equation
[OH-].[CH2:2]([N+:6]([CH2:15][CH2:16][CH2:17][CH3:18])([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][CH2:4][CH3:5].[NH:19]1[CH:27]=[C:25]([CH3:26])[C:23](=[O:24])[NH:22][C:20]1=[O:21]>CN(C)C=O>[CH2:15]([N+:6]([CH2:2][CH2:3][CH2:4][CH3:5])([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:11][CH2:12][CH2:13][CH3:14])[CH2:16][CH2:17][CH3:18].[NH:19]1[CH:27]=[C:25]([CH3:26])[C:23](=[O:24])[NH:22][C:20]1=[O:21]

Participants

5

Reactant 2

HCID 1135ThymineHCID 2723671Tetrabutylammonium Hydroxide

Product 2

HCID 1135ThymineHCID 16028Tetrabutylammonium

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.5M Tetra(n-butyl)ammonium hydroxide (4.22 ml., 6.335 mmole) was added to a suspension of thymine (0.913 g., 7.24 mmole) in dimethylformamide (15 ml.). The mixture was stirred for 10 minutes, and the dimethylformamide was removed in vacuo. Additional dimethylformamide (20 ml.) was added to the white residue, and removed in vacuo. This process was repeated four times and the residue was dried under a vacuum (0.1 mm) at 50° C. overnight affording the tetra(n-butyl)ammonium salt of thymine.

Workup

  1. customthe dimethylformamide was removed in vacuo
  2. additionAdditional dimethylformamide (20 ml.) was added to the white residue
  3. customremoved in vacuo
  4. customthe residue was dried under a vacuum (0.1 mm) at 50° C. overnight

Sources & evidence

ORD record
ord-076b6e0eed5d44e0a8c6856cb25b66d4
Source dataset
uspto-grants-1994_05
Patent number
US05314893

Reaction notes

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