Methane → 2H-Purine-2-thione, 6-amino-3,7-dihydro-

HRID 429795Notes

Reaction equation

HRID 429795 reaction equation
[NH:1]1[C:10](=S)[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[NH:4][C:2]1=[S:3].C([NH2:14])C.C>O>[NH:1]1[C:10]([NH2:14])=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[N:4][C:2]1=[S:3]

Participants

5

Reactant 3

HCID 297MethaneHCID 6341EthylamineHCID 12682523,9-Dihydro-1H-purine-2,6-dithione

Product 1

HCID 15020112H-Purine-2-thione, 6-amino-3,7-dihydro-Yield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.67 g (16 mmoles) of dithioxanthine and 52 ml of 70% ethylamine in water were heated to 150° C. in a pressure reactor (250 psi) for 12 hours under nitrogen. The solution was treated with charcoal (5%), filtered, and evaporated in vacuo to dryness. The residue was suspended in water, acidified with 1N HCl to pH 4 and neutralized to pH 8 with sodium bicarbonate. The solid was collected, washed and dried to give 6.66 g (97.4%) of crude thioisoguanine.

Workup

  1. filtrationfiltered
  2. customevaporated in vacuo to dryness
  3. customThe solid was collected
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-247999c7b3e94dfb8173db1017763925
Source dataset
uspto-grants-2001_11
Patent number
US06319928B1

Reaction notes

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