Hydrazine → HCID 20437390, compound

HRID 2163772Notes

Reaction equation

HRID 2163772 reaction equation
[CH2:1]([NH:17][C:18]1[CH:27]=[CH:26][C:21]([C:22](OC)=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH2:28][NH2:29]>C(O)COCCO>[CH2:1]([NH:17][C:18]1[CH:27]=[CH:26][C:21]([C:22]([NH:28][NH2:29])=[O:23])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 20437362HCID 20437362, compound

Product 1

HCID 20437390HCID 20437390, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of 6.59 g. of methyl 4-(hexadecylamino)benzoate, 100 ml. of diethylene glycol, and 45 ml. of 95% hydrazine was heated and stirred in an oil bath at 125° C. under nitrogen for 3 hours and cooled to room temperature. The separated crystals were collected in a suction funnel and washed with ethanol several times and dried in air to give 7.6 g. of white crystals. The crystals were dissolved in 140 ml. of boiling ethanol and recrystallized to give 5.95 g. of fine white crystals, melting point 154°-156° C.

Workup

  1. additionA mixture of 6.59 g
  2. temperaturecooled to room temperature
  3. customThe separated crystals were collected in a suction funnel
  4. washwashed with ethanol several times
  5. customdried in air
  6. customto give 7.6 g
  7. dissolutionThe crystals were dissolved in 140 ml
  8. customof boiling ethanol and recrystallized
  9. customto give 5.95 g

Sources & evidence

ORD record
ord-b3c4489e823e43a4b6e8962b3c656254
Source dataset
uspto-grants-1979_01
Patent number
US04136256

Reaction notes

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