Triethylamine → HCID 85827916, compound

HRID 1604767Notes

Reaction equation

HRID 1604767 reaction equation
[CH2:1]([S:8][C:9]1[N:17]=[C:16]2[C:12]([NH:13][CH:14]=[N:15]2)=[C:11](Cl)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:20]([NH2:25])[CH2:21][C:22]([CH3:24])=[CH2:23].C(N(CC)CC)C>C(O)CCC>[CH2:1]([S:8][C:9]1[N:17]=[C:16]2[C:12]([NH:13][CH:14]=[N:15]2)=[C:11]([NH:25][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 111617212-BENZYLTHIO-6-CHLOROPURINEHCID 1960465917875-22-8

Product 1

HCID 85827916HCID 85827916, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 2-benzylthio-6-chloropurine (1.2 g) and isopentenylamine hydrochloride (1.04 g) in 1-butanol (25 ml) containing triethylamine (2.2 ml) is heated in a sealed tube at 110° C. for 2 hours. The butanol is removed under vacuum and the mixture shaken with ice-water (100 ml). The product is filtered recrystallized from ethanol with charcoal decolorization and dried under vacuum with phosphorous pentoxide. Yield 0.64 g. Yield 1.3 g of 2-benzyl-thio-N6 -(2-iso-pentyenyl)adenine as a colorless solid. The crude product is used directly in the next step.

Workup

  1. customThe butanol is removed under vacuum
  2. filtrationThe product is filtered
  3. customrecrystallized from ethanol with charcoal decolorization
  4. dry with materialdried under vacuum with phosphorous pentoxide

Sources & evidence

ORD record
ord-5636679e33f942bfa6cb54bcf8edf517
Source dataset
uspto-grants-1999_11
Patent number
US05994629

Reaction notes

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