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

HRID 1913860Notes

Reaction equation

HRID 1913860 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-55c7868e27254b7da383f85c295edb00
Source dataset
uspto-grants-2013_12
Patent number
US08609833B2

Reaction notes

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