Hydrazine → 2-Hydrazino-9-(2-hydroxyethoxymethyl)adenine

HRID 614924Notes

Reaction equation

HRID 614924 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][O:12][CH2:13][CH2:14][OH:15])=[C:4]([NH2:16])[N:3]=1.[NH2:17][NH2:18]>>[NH:17]([C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][O:12][CH2:13][CH2:14][OH:15])=[C:4]([NH2:16])[N:3]=1)[NH2:18]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 128995862-Chloro-9-(2-hydroxyethoxymethyl)adenine

Product 1

HCID 867364332-Hydrazino-9-(2-hydroxyethoxymethyl)adenine

Procedure

2-Chloro-9-(2-hydroxyethoxymethyl)adenine (0.83g) was added with stirring to 95% hydrazine (11ml) and the resulting solution stirred 1 hour under nitrogen. Excess hydrazine was removed by distillation in a rotary evaporator at a bath temperature of 30° C. followed by co-evaporation twice with ethyl acetate. The residue was thoroughly triturated with methanol to give a quantitative yield (0.8g) of white to cream colored-2-hydrazino-9-(2-hydroxyethoxymethyl)adenine, m.p. 220°-222° C.

Workup

  1. customExcess hydrazine was removed by distillation in a rotary evaporator at a bath temperature of 30° C.
  2. customThe residue was thoroughly triturated with methanol

Sources & evidence

ORD record
ord-1ff651f7bd464571815d1b85a291f1a1
Source dataset
uspto-grants-1979_03
Patent number
US04146715

Reaction notes

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