Thiourea → HCID 136072613, compound

HRID 622671Notes

Reaction equation

HRID 622671 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 with charcoal, 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 with charcoal
  6. filtrationfiltered
  7. customto give a pale yellow solid
  8. customAnalytical sample was prepared

Sources & evidence

ORD record
ord-2344ab42616a4379a4be220d3fb71b95
Source dataset
uspto-grants-1988_09
Patent number
US04772606

Reaction notes

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