Hydrazine hydrate (1:1) → HCID 14852300, compound

HRID 2107122Notes

Reaction equation

HRID 2107122 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][S:10][CH2:11][CH2:12][N:13]2C(=O)C3C(=CC=CC=3)C2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.NN>C(O)C>[C:1]1([CH2:7][CH2:8][CH2:9][S:10][CH2:11][CH2:12][NH2:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14852299HCID 14852299, compound

Product 1

HCID 14852300HCID 14852300, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of Example A (33.0 g, 100.6 mmol) was refluxed in ethanol (1 L) in the presence of hydrazine hydrate (20.2 g, 402.4 mmol) for 4.5 hours. The reaction mixture was cooled and filtered. The solid was washed with ethanol. The filtrate and solid were combined and stripped at reduced pressure. The resulting mass was repeatedly triturated with diethyl ether. The ether fractions were combined, filtered, and stripped at reduced pressure to give the title compound as a yellow oil.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. washThe solid was washed with ethanol
  4. customThe resulting mass was repeatedly triturated with diethyl ether
  5. filtrationfiltered

Sources & evidence

ORD record
ord-dd2b32b711a24781945ffb3b1170d9a0
Source dataset
uspto-grants-1990_06
Patent number
US04933369

Reaction notes

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