Hydrazine hydrate (1:1) → HCID 135992495, compound

HRID 1904898Notes

Reaction equation

HRID 1904898 reaction equation
Cl([O-])(=O)(=O)=O.[OH:6][C:7]1[CH:28]=[CH:27][C:10]([CH:11]=[CH:12][CH2+:13]2[C:18]3[CH:19]=[C:20]4[O:25][CH2:24][O:23][C:21]4=[CH:22][C:17]=3[CH:16]=[C:15]([CH3:26])O2)=[CH:9][CH:8]=1.O.[NH2:30][NH2:31]>C(O)C>[OH:6][C:7]1[CH:28]=[CH:27][C:10]([CH:11]=[CH:12][C:13]2[C:18]3[CH:19]=[C:20]4[O:25][CH2:24][O:23][C:21]4=[CH:22][C:17]=3[CH2:16][C:15]([CH3:26])=[N:31][N:30]=2)=[CH:9][CH:8]=1

Participants

3

Reactant 1

HCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 135992495HCID 135992495, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5 g (12.3 mM) of 1-(4-hydroxystyryl)-3-methyl-6,7-methylenedioxy-2-benzopyrylium perchlorate (m.p. 306° to 308° C. d.), 100 ml of 99.5% ethanol and 1.85 ml (36.9 mM) of 100% hydrazine hydrate are refluxed for one hour. The end-product is beginning to precipitate already in the first minutes of the reaction. The mixture is evaporated at reduced pressure, the partially crystalline residue is suspended in 100 ml of water, the crystals are filtered, washed with 3×10 ml of water, the crude product is resuspended in 300 ml of hot water, stirred for 30 minutes, filtered hot, washed with 2×20 ml of hot water and dried at 80° to 100° C. Yield 2.18 g, m.p. 243 to 248° C. d. For further purification this product is refluxed in 10 ml of 99.5% of ethanol, filtered after cooling, washed with 3×2 ml of ethanol and dried. Yield 2.08 g (52.8%), m.p. 246° to 248° C. (decomp.).

Workup

  1. temperatureare refluxed for one hour
  2. customto precipitate already in the first minutes of the reaction
  3. customThe mixture is evaporated at reduced pressure
  4. filtrationthe crystals are filtered
  5. washwashed with 3×10 ml of water
  6. filtrationfiltered hot
  7. washwashed with 2×20 ml of hot water
  8. customdried at 80° to 100° C
  9. customFor further purification this product
  10. temperatureis refluxed in 10 ml of 99.5% of ethanol
  11. filtrationfiltered
  12. temperatureafter cooling
  13. washwashed with 3×2 ml of ethanol
  14. customdried

Sources & evidence

ORD record
ord-fd4ccc07b33e4b54b9835e757b8d600e
Source dataset
uspto-grants-1989_06
Patent number
US04840948

Reaction notes

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