Hydrazine hydrate (1:1) → HCID 69372494, compound

HRID 30503Notes

Reaction equation

HRID 30503 reaction equation
Cl[C:2]1([NH2:20])[N:19]=[CH:18][N:17]=[C:16]2[C:3]1=[N:4][CH2:5][N:6]2[C@@H:7]1[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[C@H:8]1[OH:9].O.[NH2:22][NH2:23]>CO>[NH:22]([NH:20][C:2]1[C:3]2[N:4]=[CH:5][N:6]([C:16]=2[N:17]=[CH:18][N:19]=1)[C@@H:7]1[O:15][C@H:12]([CH2:13][OH:14])[C@@H:10]([OH:11])[C@H:8]1[OH:9])[NH2:23]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 666015536-Chloroadenosine

Product 1

HCID 69372494HCID 69372494, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

A mixture of 6-chloroadenosine (1 g, 3.5 mmol) and hydrazine monohydrate (5 mL) in MeOH (10 mL) was stirred at 50° C. for 1 hr. The reaction mixture was allowed to cool to room temperature and was then concentrated in vacuo to provide a crude residue which was suspended in MeOH and (10 mL) and stirred at room temperature. The solid product that separated out from the suspension was filtered, washed with MeOH and dried in vacuo to provide N6-hydrazinoadenosine (970 mg) which was used without further purification.

Workup

  1. temperatureto cool to room temperature
  2. concentrationwas then concentrated in vacuo
  3. customto provide a crude residue which
  4. stirring(10 mL) and stirred at room temperature
  5. customThe solid product that separated out from the suspension
  6. filtrationwas filtered
  7. washwashed with MeOH
  8. customdried in vacuo

Sources & evidence

ORD record
ord-a8e4a64a8d6a47c88e4de2183f28db17
Source dataset
uspto-grants-2008_09
Patent number
US07423144B2

Reaction notes

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