Potassium Carbonate → Anthraquinone

HRID 1903566Notes

Reaction equation

HRID 1903566 reaction equation
O1CCOCC1.N[C:8]1[C:21]2[C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:23])[C:12]=2[C:11](NC2C=CC(O)=CC=2)=[CH:10][C:9]=1C#N.FN1N=C(F)C=C(N2CCCC2)N1.C(=O)([O-])[O-].[K+].[K+]>C(N(CC)CC)C>[CH:15]1[C:14]2[C:13](=[O:23])[C:12]3[C:21](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:20](=[O:22])[C:19]=2[CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 20467489HCID 20467489, compoundHCID 178506020HCID 178506020, compound

Product 1

HCID 6780AnthraquinoneYield 235.6%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
80 °C

Procedure

To dioxane (100 ml), 1-amino-2-cyano-4-(4-hydroxyanilino)anthraquinone (3.55 g), 2,4-difluoro-6-(1-pyrrolidinyl)triazine (1.9 g), triethylamine (1.1 g) and anhydrous potassium carbonate (1.4 g) were added, and the mixture was heated at 80° C. for 1 hour to effect condensation. The reaction liquor was treated as in Example 6 to produce 4.9 g of an anthraquinone dye of the following formula in a yield of 94%. ##STR46## The dye had a λ max (acetone) of 630 nm.

Workup

  1. customcondensation
  2. additionThe reaction liquor was treated as in Example 6

Sources & evidence

ORD record
ord-5e166d20abae4f5abf1601b730dbfb28
Source dataset
uspto-grants-1984_03
Patent number
US04436906

Reaction notes

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