Hydrazine hydrate (1:1) → HCID 21565100, compound

HRID 1580112Notes

Reaction equation

HRID 1580112 reaction equation
C([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[C:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:12]=[CH:11][C:9]=2[CH:10]=1)=O)C.O.[NH2:21][NH2:22]>C(O)C>[CH2:16]([N:15]([CH2:18][CH3:19])[C:13]1[CH:12]=[CH:11][C:9]2[CH:10]=[C:6]([C:4]([NH:21][NH2:22])=[O:3])[O:7][C:8]=2[CH:14]=1)[CH3:17]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21565104HCID 21565104, compound

Product 1

HCID 21565100HCID 21565100, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Equimolar amounts of 6-diethylaminobenzofuran-2-carboxylic acid ethyl ester (Example 3) and hydrazine hydrate are boiled under reflux for three hours in solution in ethanol and after cooling to ambient temperature stirred for another twelve hours. The reaction mixture is poured into ice-water and the precipitate is suction filtered and washed with water. After recrystallization from alcohol the hydrazide is obtained in colorless crystals having a melting point of 127° to 129°C in a yield of 97%. (N: calculated 16.99, found 17.1). It dissolves in alcohol to give a colorless solution with a strong blue fluorescence.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. customAfter recrystallization from alcohol the hydrazide
  4. customis obtained in colorless crystals
  5. customto give a colorless solution with a strong blue fluorescence

Sources & evidence

ORD record
ord-dc3b9b140a784050a067e8cb4be5b525
Source dataset
uspto-grants-1976_01
Patent number
US03932446

Reaction notes

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