Triethylamine → HCID 3835463, compound

HRID 1619728Notes

Reaction equation

HRID 1619728 reaction equation
[NH2:1][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[CH:5]=[CH:4][C:3]=1[NH2:18].[S:19](Cl)(Cl)=O.C(N(CC)CC)C>C1COCC1>[CH:10]1[CH:11]=[CH:12][C:13]2[C:14](=[O:16])[C:15]3[C:2]4=[N:1][S:19][N:18]=[C:3]4[CH:4]=[CH:5][C:6]=3[C:7](=[O:17])[C:8]=2[CH:9]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 156521,2-DiaminoanthraquinoneHCID 24386Thionyl Chloride

Product 1

HCID 3835463HCID 3835463, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound 1,2-Diaminoanthraquinone (1.19 g, 5 mmol) is dissolved in THF (30 mL), and thionyl chloride (0.15 g, 20 mmol) is then dripped thereinto; triethylamine (TEA, 3 mL) is lastly added thereinto for catalyzation. After being mixed at room temperature for one hour, the mixture is transferred into a container with 200 mL of icy water for crystallization. After filtration, a precipitate is collected and re-crystallized with hot alcohol, so as to obtain the yellow compound NSC745885 with a melting point of 227-228° C., and the production rate is about 74%.

Workup

  1. additionAfter being mixed at room temperature for one hour
  2. customthe mixture is transferred into a container with 200 mL of icy water for crystallization
  3. filtrationAfter filtration
  4. customa precipitate is collected
  5. customre-crystallized with hot alcohol

Sources & evidence

ORD record
ord-3997c3cdef16470abddd1e9662507527
Source dataset
uspto-grants-2014_07
Patent number
US08772321B2

Reaction notes

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