Hydrazine hydrate (1:1) → HCID 135847669, compound

HRID 1198912Notes

Reaction equation

HRID 1198912 reaction equation
[OH:1][C:2]1[CH:16]=[CH:15][C:5]([C:6](=O)[CH2:7][NH:8][C:9](=O)[O:10]CC)=[CH:4][CH:3]=1.O.[NH2:18][NH2:19]>C(O)CCC>[OH:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]2[CH2:7][NH:8][C:9](=[O:10])[NH:18][N:19]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14099033HCID 14099033, compound

Product 1

HCID 135847669HCID 135847669, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 20 g of ethyl N-(p-hydroxyphenacyl)carbamate (prepared as described in Preparation 6), 56 g of 80% hydrazine hydrate and 100 ml of butanol was heated under reflux for 30 hours, whilst stirring. The reaction mixture was then concentrated by evaporation under reduced pressure, and the residue was washed with ethanol to give 9.25 g of the title compound as crystals, melting at 266°-269° C. (with decomposition).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 hours
  3. concentrationThe reaction mixture was then concentrated by evaporation under reduced pressure
  4. washthe residue was washed with ethanol

Sources & evidence

ORD record
ord-a1d5ea864abf4f799907829584b3f158
Source dataset
uspto-grants-1990_02
Patent number
US04898862

Reaction notes

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