Sulfuric Acid → HCID 178421598, compound

HRID 2093355Notes

Reaction equation

HRID 2093355 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(=O)(=O)(O)O.[C:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=O)[CH3:25]>CN(C)C=O>[CH3:25][C:24]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[NH:1][C:2]2[C:15]3[C:14](=[O:16])[C:13]4[C:8]([C:7](=[O:17])[C:6]=3[CH:5]=[CH:4][C:3]=2[NH:18]1)=[CH:9][CH:10]=[CH:11][CH:12]=4

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7410AcetophenoneHCID 156521,2-Diaminoanthraquinone

Product 1

HCID 178421598HCID 178421598, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1,2-Diaminoanthraquinone (1.19 g, 5 mmol) is dissolved in N,N-dimethylformamide (30 mL), and concentrated sulfuric acid (0.1 mL) is further added thereinto after acetophenone (0.5 ml, 6 mmol) is added thereinto. After mixing and reacting in room temperature for 72 hours, the reacted mixture is transferred into icy water (200 mL) for precipitation. The precipitate is collected and recrystallized by hot alcohol, so as to obtain the black compound 21, and the production rate is 28%.

Workup

  1. additionAfter mixing
  2. customthe reacted mixture is transferred into icy water (200 mL) for precipitation
  3. customThe precipitate is collected
  4. customrecrystallized by hot alcohol

Sources & evidence

ORD record
ord-c1365486679e41a29fc14c2ff3e27dbb
Source dataset
uspto-grants-2013_05
Patent number
US08445492B2

Reaction notes

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