Hydrochloric Acid → 2-Amino-7-benzyl-1,7-dihydro-6H-purin-6-one hydrochloride

HRID 323858Notes

Reaction equation

HRID 323858 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C@@H]1([N:18]2[C:28]3[N:27]=[C:25]([NH2:26])[NH:24][C:22](=[O:23])[C:21]=3[N:20]=[CH:19]2)O[C@H](CO)[C@@H](O)[C@H]1O.[ClH:29].CO>CS(C)=O>[ClH:29].[CH2:1]([N:20]1[C:21]2[C:22](=[O:23])[NH:24][C:25]([NH2:26])=[N:27][C:28]=2[N:18]=[CH:19]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 7498Benzyl BromideHCID 135398635Guanosine

Product 1

HCID 1356820512-Amino-7-benzyl-1,7-dihydro-6H-purin-6-one hydrochloride

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

40 ml (0.34 ml) of benzyl bromide were added dropwise to a suspension of 40 g (0.147 mol) of guanosine in 200 ml of dimethyl sulfoxide and the mixture was stirred at room temperature for 4 hours. It was treated with 100 ml of concentrated hydrochloric acid and stirred at room temperature for 30 minutes. It was then poured into 1200 ml of methanol, and the precipitate was filtered off with suction and washed with methanol.

Workup

  1. stirringstirred at room temperature for 30 minutes
  2. filtrationthe precipitate was filtered off with suction
  3. washwashed with methanol

Sources & evidence

ORD record
ord-ce5eb0bd31064ff4bf991ece56d82aaa
Source dataset
uspto-grants-2001_04
Patent number
US06214992B1

Reaction notes

Loading…