Hydrazine → HCID 20437390, compound

HRID 1980173Notes

Reaction equation

HRID 1980173 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-16f5dda565c7472196588692b1cfe935
Source dataset
uspto-grants-1984_11
Patent number
US04485105

Reaction notes

Loading…