Sulfuric Acid → HCID 178475364, compound

HRID 374646Notes

Reaction equation

HRID 374646 reaction equation
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[OH:17])[C:7](=[O:18])[C:6]=2[CH:5]=[C:4]([C:19]2[NH:23][N:22]=[N:21][N:20]=2)[CH:3]=1.S(=O)(=O)(O)O>C(OC(=O)C)(=O)C>[C:2]([O:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][C:12]=3[O:17][C:14](=[O:16])[CH3:13])[C:7](=[O:18])[C:6]=2[CH:5]=[C:4]([C:19]2[NH:23][N:22]=[N:21][N:20]=2)[CH:3]=1)(=[O:1])[CH3:3]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 178515086HCID 178515086, compound

Product 1

HCID 178475364HCID 178475364, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

5-(9,10-Dihydro-4,5-dihydroxy-9,10-dioxoanthracen-2-yl)tetrazole (160.0 g) was coated with concentrated sulphuric acid (300 g) and then acetic anhydride (6 liters) added. The mixture was stirred under a nitrogen purge at room temperature for 3 hours. The solid present was isolated by filtration and pulled dry. The isolated solid was then slurried in ice for 10 minutes. The material was re-isolated, washed with water and then pulled dry. The yellow/green solid was then dried in vdcuo at 25° C., m.p. 189°-190° C.

Workup

  1. custompurge at room temperature for 3 hours
  2. customThe solid present was isolated by filtration
  3. custompulled dry
  4. customThe material was re-isolated
  5. washwashed with water
  6. custompulled dry
  7. customThe yellow/green solid was then dried in vdcuo at 25° C.

Sources & evidence

ORD record
ord-cb77d02a80ef4b7fac7ddd0c8215c867
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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