Acetic Acid → HCID 13853740, compound

HRID 979310Notes

Reaction equation

HRID 979310 reaction equation
C([O:4][C:5]1[C:6]([O:24][CH3:25])=[CH:7][C:8]2[NH:9][C:10]3[C:15]([S:16](=[O:21])(=[O:20])[C:17]=2[C:18]=1[Br:19])=[CH:14][C:13]([O:22][CH3:23])=[CH:12][CH:11]=3)(=O)C.[OH-].[Na+].C(O)(=O)C>CO>[Br:19][C:18]1[C:17]2[S:16](=[O:20])(=[O:21])[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:22][CH3:23])[CH:14]=3)[NH:9][C:8]=2[CH:7]=[C:6]([O:24][CH3:25])[C:5]=1[OH:4]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 13853741HCID 13853741, compound

Product 1

HCID 13853740HCID 13853740, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 3-acetoxy-4-bromo-2,7-dimethoxy-10H-phenothiazine-5,5-dioxide (10.0 g) in methanol (105 ml) was added a solution of 2N aqueous sodium hydroxide (74 ml) under a nitrogen atmosphere. After 20 minutes, the mixture was acidified with 10% v/v aqueous acetic acid (250 ml), causing a large amount of compound to precipitate. The mixture was then diluted with water (105 ml) and the solid filtered, washed with water and ether and dried in a dessicator to afford quantitatively the title compound, m.p. 252°-260° C. (dec).

Workup

  1. customto precipitate
  2. additionThe mixture was then diluted with water (105 ml)
  3. filtrationthe solid filtered
  4. washwashed with water and ether
  5. customdried in a dessicator

Sources & evidence

ORD record
ord-f733b80cbc9a4ae3a9717a8c459ac4b5
Source dataset
uspto-grants-1987_05
Patent number
US04667032

Reaction notes

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