Potassium Bicarbonate → Anthraquinone

HRID 1903567Notes

Reaction equation

HRID 1903567 reaction equation
N[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](NC2C=CC=C(O)C=2)=[CH:4][C:3]=1S(C)(=O)=O.C(=O)([O-])O.[K+].FN1N=C(F)C=C(N(C)C2C=CC=CC=2)N1>O1CCCC1>[CH:9]1[C:8]2[C:7](=[O:17])[C:6]3[C:15](=[CH:2][CH:3]=[CH:4][CH:5]=3)[C:14](=[O:16])[C:13]=2[CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 516893Potassium BicarbonateHCID 20467491HCID 20467491, compoundHCID 178482230HCID 178482230, compound

Product 1

HCID 6780AnthraquinoneYield 278.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To tetrahydrofuran (100 ml), 1-amino-2-methylsulfonyl-4-(3-hydroxyanilino)anthraquinone (4.08 g), potassium hydrogencarbonate (2.0 g) and 2,4-difluoro-6-(N-methyl-N-phenylamino)triazine (2.35 g) were added, and the mixture was subjected to condensation by heating under reflux for 1.5 hours. The reaction liquor was treated as in Example 6 to produce 5.8 g of an anthraquinone dye of the following formula in a yield of 95%. ##STR47## The dye had a λ max (acetone) of 620 nm.

Workup

  1. customthe mixture was subjected to condensation
  2. temperatureby heating
  3. temperatureunder reflux for 1.5 hours
  4. additionThe reaction liquor was treated as in Example 6

Sources & evidence

ORD record
ord-fd90bd34bb644e58b98bc1761f276136
Source dataset
uspto-grants-1984_03
Patent number
US04436906

Reaction notes

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