Sulfuric Acid → HCID 3915367, compound

HRID 2295299Notes

Reaction equation

HRID 2295299 reaction equation
B(O)(O)O.[N+:5]([C:8]1[C:21]2[C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[N+:23]([O-:25])=[O:24])[C:13](=[O:26])[C:12]=2[CH:11]=[CH:10][CH:9]=1)([O-])=O.[S].S(=O)(=O)(O)[OH:29]>OS(O)(=O)=O.O=S(=O)=O.O>[OH:29][C:11]1[C:12]2[C:13](=[O:26])[C:14]3[C:19](=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=[CH:16][CH:15]=3)[C:20](=[O:22])[C:21]=2[C:8]([NH2:5])=[CH:9][CH:10]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 7628Boric AcidHCID 672101,8-Dinitro-9,10-anthraquinoneHCID 5362487Sulfur

Product 1

HCID 3915367HCID 3915367, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 24681Fuming sulfuric acidSolvent

Procedure

50 parts of crystalline boric acid are dissolved in 1,000 parts of 30% strength oleum. 100 parts of 1,8-dinitroanthraquinone (analysis: 97.6% of 1,8-DNA; 0.8% of 1,5-DNA) are then added at room temperature with stirring. 15 parts of pulverulent sulphur are then added in portions at a temperature of 50° C. in the course of 45 minutes. The reaction mixture is further stirred for 1 hour at 50° C., cooled down to room temperature and then diluted with cooling by means of 211 parts of 78% strength sulphuric acid and then with 525 parts of water. The precipitated reaction product is filtered off with suction and washed with 133 parts of 60% strength sulphuric acid and thereafter with warm water until neutral. 64.5 parts of 1-hydroxy-4-amino-5-nitroanthraquinone are obtained which after recrystallisation from N-methylpyrrolidone melts at 270° C.

Workup

  1. stirringThe reaction mixture is further stirred for 1 hour at 50° C.
  2. additiondiluted
  3. customThe precipitated reaction product
  4. filtrationis filtered off with suction
  5. washwashed with 133 parts of 60% strength sulphuric acid

Sources & evidence

ORD record
ord-010c50d02b5c4221a1224d35e59f9d4c
Source dataset
uspto-grants-1984_01
Patent number
US04424160

Reaction notes

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