Water → Guanine

HRID 1371277Notes

Reaction equation

HRID 1371277 reaction equation
[CH:1]1[NH:2][C:3]2[N:9]=[C:8]([NH2:10])[N:7]=[C:6](Cl)[C:4]=2[N:5]=1.C(N(CC)CC)C.CC1C=C(C)C(S)=CC=1.[OH2:28]>CO>[NH:7]1[C:6](=[O:28])[C:4]2[NH:5][CH:1]=[N:2][C:3]=2[N:9]=[C:8]1[NH2:10]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 836172,4-DimethylbenzenethiolHCID 1785084356-chloro-1H-purin-2-amine

Product 1

HCID 135398634Guanine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Chloroguanine derivative prepared in Preparation 6 (4.86 g) was dissolved in 85 ml of methanol and 1.4 g of triethylamine and 2.9 g of 4-methylthiocresol were added. The reaction mixture was reacted under reflux condition for 24 hours. The reaction was stopped by adding 20 ml of water, and the methanol was removed by distillation under reduced pressure. The reaction mixture was extracted with dichloromethane and purified by silica gel column to give a compound wherein 6-position of guanine was substituted by 4-methylphenylthio group.

Workup

  1. customThe reaction mixture was reacted
  2. temperatureunder reflux condition for 24 hours
  3. customthe methanol was removed by distillation under reduced pressure
  4. extractionThe reaction mixture was extracted with dichloromethane
  5. custompurified by silica gel column

Sources & evidence

ORD record
ord-168a3432e42444f4a4f0aeb6838fa0d6
Source dataset
uspto-grants-2007_01
Patent number
US07157448B2

Reaction notes

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