Triethylorthoaceate → 3-Isobutyl-8-methyl-2-thioxanthine

HRID 31056

Reaction equation

HRID 31056 reaction equation
[NH2:1][C:2]1[C:3](=[O:14])[NH:4][C:5](=[S:13])[N:6]([CH2:9][CH:10]([CH3:12])[CH3:11])[C:7]=1[NH2:8].[CH2:15](C(CC)(CC)C([O-])([O-])[O-])[CH3:16]>>[CH2:9]([N:6]1[C:7]2[N:8]=[C:15]([CH3:16])[NH:1][C:2]=2[C:3](=[O:14])[NH:4][C:5]1=[S:13])[CH:10]([CH3:11])[CH3:12]

Participants

3

Reactant 2

HCID 21875354TriethylorthoaceateHCID 86601050HCID 86601050, compound

Product 1

HCID 103993113-Isobutyl-8-methyl-2-thioxanthineYield 95%

Conditions

Temperature
130 °C

Procedure

A mixture of 5,6-diamino-1-isobutyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (Example 6 (c), 0.70 g, 3.26 mmol) and triethylorthoacetate (10 mL) was heated at 130° C. for 2 h and 40 minutes. Then the reaction mixture was cooled on an ice-bath, the solid filtered off and washed with ethanol (4×2 mL). The solid was dried in vacuo yielding the title compound (0.71 g, 95%).

Workup

  1. temperatureThen the reaction mixture was cooled on an ice-bath
  2. filtrationthe solid filtered off
  3. washwashed with ethanol (4×2 mL)
  4. customThe solid was dried in vacuo

Sources & evidence

ORD record
ord-f521a926c71542608a44aad284863ad0
Source dataset
uspto-grants-2008_09
Patent number
US07425560B2

Linked notes

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