Hydrazine hydrate (1:1) → HCID 21064953, compound

HRID 133007Notes

Reaction equation

HRID 133007 reaction equation
Cl[C:2]1[C:15]2[C:14](=O)[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([CH3:18])=[CH:4][CH:3]=1.O.[NH2:20][NH2:21]>N1C=CC=CC=1>[CH3:18][C:5]1[CH:4]=[CH:3][C:2]2[NH:20][N:21]=[C:14]3[C:15]=2[C:6]=1[C:7](=[O:17])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:13]3=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 3441301-Chloro-4-methylanthraquinone

Product 1

HCID 21064953HCID 21064953, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 32.3 g of 1-chloro-4-methyl-9,10-dihydro-9,10-anthracenedione prepared in Example 25-a in 150 ml pyridine was added 15 ml of hydrazine monohydrate [CAS No. 7803-57-8], followed by stirring at 90° C. overnight. After removing the solvent, to the resulting residue was added 65 ml of ethanol to give crystals. The crystals were collected by filtration, sequentially washed with moisture ethanol and ethanol, and dried in vacuo, to give 26.6 g of the title compound as ocher yellow needles.

Workup

  1. customAfter removing the solvent
  2. additionto the resulting residue was added 65 ml of ethanol
  3. customto give crystals
  4. filtrationThe crystals were collected by filtration
  5. washsequentially washed with moisture ethanol and ethanol
  6. customdried in vacuo

Sources & evidence

ORD record
ord-627379b9d15d42f2bbdb03ab96f8165a
Source dataset
uspto-grants-2008_06
Patent number
US07390797B2

Reaction notes

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