6-Amino-1,3-dimethyluracil → HCID 22797766, compound

HRID 2398721Notes

Reaction equation

HRID 2398721 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][CH:6]1[N:24]=[C:25]=[S:26])(=[O:3])[CH3:2].[NH2:27][C:28]1[N:33]([CH3:34])[C:32](=[O:35])[N:31]([CH3:36])[C:30](=[O:37])[CH:29]=1>C1(C)C(C)=CC=CC=1>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[NH:24][C:25]([NH:27][C:28]1[N:33]([CH3:34])[C:32](=[O:35])[N:31]([CH3:36])[C:30](=[O:37])[CH:29]=1)=[S:26])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 811526-Amino-1,3-dimethyluracilHCID 12899825HCID 12899825, compound

Product 1

HCID 22797766HCID 22797766, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

To 10 ml of anhydrous xylene were added 390 mg (1 mmol) of 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl isothiocyanate and 140 mg (1 mmol) of 6-amino-1,3-dimethyluracil (MW 155) and the mixture was heated on an oil bath under reflux for 9-10 hours and allowed to cool to room temperature. Crystals formed were filtered off and recrystallized from ethanol to give colourless needles melting between 171° and 173° C. (uncorrected). Yield: 240 mg (43%).

Workup

  1. temperaturethe mixture was heated on an oil bath
  2. temperatureunder reflux for 9-10 hours
  3. customCrystals formed
  4. filtrationwere filtered off
  5. customrecrystallized from ethanol
  6. customto give colourless needles
  7. custommelting between 171° and 173° C.

Sources & evidence

ORD record
ord-42a1666eeb524ad1b5fd64caaddf3548
Source dataset
uspto-grants-1977_05
Patent number
US04025622

Reaction notes

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