Thiourea → HCID 136072613, compound

HRID 728806Notes

Reaction equation

HRID 728806 reaction equation
Br[C:2]1[N:3]([CH2:13][C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[C:4]2[N:5]=[C:6]([NH2:12])[NH:7][C:8](=[O:11])[C:9]=2[N:10]=1.NC(N)=[S:21]>CN(C=O)C>[NH2:12][C:6]1[NH:7][C:8](=[O:11])[C:9]2[NH:10][C:2](=[S:21])[N:3]([CH2:13][C:14]3[S:15][CH:16]=[CH:17][CH:18]=3)[C:4]=2[N:5]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 136096006HCID 136096006, compound

Product 1

HCID 136072613HCID 136072613, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 8-bromo-9-[(2-thienyl)methyl]guanine (see Example 5) (2.0 g; 6.13 mmol), DMF (250 ml), and thiourea (0.93 g; 12.26 mmol) was heated under reflux for 20 hours and then the solvent was evaporated to dryness under reduced pressure. The residue was dissolved in 1N NaOH, treated withcharcoal, filtered, and acidified with glacial AcOH to give a pale yellow solid. Analytical sample was prepared by repeating the purification process, yield 709 mg; mp>280° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hours
  3. customthe solvent was evaporated to dryness under reduced pressure
  4. dissolutionThe residue was dissolved in 1N NaOH
  5. additiontreated withcharcoal
  6. filtrationfiltered
  7. customto give a pale yellow solid
  8. customAnalytical sample was prepared

Sources & evidence

ORD record
ord-ecaae6e9c8e64658bfd412f9921ed45f
Source dataset
uspto-grants-1991_09
Patent number
US05051429

Reaction notes

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