Ethanol → HCID 178514412, compound

HRID 1722202Notes

Reaction equation

HRID 1722202 reaction equation
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][C:2]=1[C:17]([O:19]CC)=O.C(O)C.O1CCOCC1.O.[NH2:32][NH2:33]>O>[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][C:2]=1[C:17]([NH:32][NH2:33])=[O:19]

Participants

6

Reactant 4

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 312751,4-DioxaneHCID 23051731HCID 23051731, compound

Product 1

HCID 178514412HCID 178514412, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl anthraquinone-2-carboxylate (4.83 g), 25 ml of ethanol, 50 ml of dioxane and 7 ml of hydrazine hydrate is boiled under argon for 48 hours. It is poured into water and the product is isolated by filtration and dried at 60° C. in a vacuum oven. Crystallization of the crude product (4.05 g) from dimethylformamide/chloroform gives 3.01 g of product with a melting point (m.p.) of 250° C./decomposition.

Workup

  1. customthe product is isolated by filtration
  2. customdried at 60° C. in a vacuum oven
  3. customCrystallization of the crude product (4.05 g) from dimethylformamide/chloroform

Sources & evidence

ORD record
ord-a0a81a3daefc45adba4d69e26e6f4abe
Source dataset
uspto-grants-1989_08
Patent number
US04855084

Reaction notes

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