Methanethiol → 5-Methylthiomethyluracil

HRID 1701764Notes

Reaction equation

HRID 1701764 reaction equation
[CH3:1][SH:2].O[CH2:4][C:5]1[C:6](=[O:12])[NH:7][C:8](=[O:11])[NH:9][CH:10]=1>FC(F)(F)C(O)=O>[CH3:1][S:2][CH2:4][C:5]1[C:6](=[O:12])[NH:7][C:8](=[O:11])[NH:9][CH:10]=1

Participants

4

Reactant 2

HCID 878MethanethiolHCID 781685-(Hydroxymethyl)uracil

Product 1

HCID 3529835-Methylthiomethyluracil

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Methylmercaptan is introduced into a solution of 14 g of 5-hydroxymethyluracil in 80 ml of trifluoroacetic acid over the course of one hour until saturation is reached, the temperature being kept at 25° C. The solution is then left to stand for 2 hours, the solvent is evaporated under reduced pressure and the residue is crystallised from glacial acetic acid. 5-Methylthiomethyluracil is obtained as colourless crystals of melting point 239°-241° C.

Workup

  1. custombeing kept at 25° C
  2. waitThe solution is then left
  3. customthe solvent is evaporated under reduced pressure
  4. customthe residue is crystallised from glacial acetic acid

Sources & evidence

ORD record
ord-6767595b924e47cf95277f6a9bde027e
Source dataset
uspto-grants-1980_03
Patent number
US04195090

Reaction notes

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