Hydrazine hydrate (1:1) → 1-(2-Hydrazino-4-pyridyl)-1-ethylenedioxyethane

HRID 1155535Notes

Reaction equation

HRID 1155535 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH:8]2[O:13][CH2:12][CH2:11][O:10][CH2:9]2)[CH:5]=[CH:4][N:3]=1.O.[NH2:15][NH2:16]>>[NH:15]([C:2]1[CH:7]=[C:6]([CH:8]2[O:13][CH2:12][CH2:11][O:10][CH2:9]2)[CH:5]=[CH:4][N:3]=1)[NH2:16]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 867381251-(2-Chloro-4-pyridyl)-1-ethylenedioxyethane

Product 1

HCID 705114241-(2-Hydrazino-4-pyridyl)-1-ethylenedioxyethaneYield 92%

Conditions

Temperature
0 °C

Procedure

A mixture of 11.4 g. (57 mmoles) of 1-(2-chloro-4-pyridyl)-1-ethylenedioxyethane in 50 ml. of 98% hydrazine hydrate was heated to reflux for 15 hours. The mixture was cooled at 0° C. for 2 hours and the resulting precipitate was filtered and dried to give 10.3 g. (92%) of the desired compound. The analytical sample was recrystallized from toluene-cyclohexane.

Workup

  1. additionA mixture of 11.4 g
  2. temperatureto reflux for 15 hours
  3. filtrationthe resulting precipitate was filtered
  4. customdried
  5. customto give 10.3 g

Sources & evidence

ORD record
ord-a322ddf967454c2aa43be1c0168d222d
Source dataset
uspto-grants-1981_11
Patent number
US04302464

Reaction notes

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