Hydrochloric Acid → HCID 13882043, compound

HRID 231061Notes

Reaction equation

HRID 231061 reaction equation
[C:1]([N:4]1[C:17]2[CH:16]=[C:15]([O:18][CH3:19])[C:14]([O:20]C(=O)C)=[C:13]([Br:24])[C:12]=2[S:11][C:10]2[C:5]1=[CH:6][CH:7]=[C:8]([O:25][CH3:26])[CH:9]=2)(=[O:3])[CH3:2].Cl>CO.[OH-].[Na+]>[C:1]([N:4]1[C:17]2[CH:16]=[C:15]([O:18][CH3:19])[C:14]([OH:20])=[C:13]([Br:24])[C:12]=2[S:11][C:10]2[C:5]1=[CH:6][CH:7]=[C:8]([O:25][CH3:26])[CH:9]=2)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13882042HCID 13882042, compound

Product 1

HCID 13882043HCID 13882043, compoundYield 33.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 10-acetyl-3-acetoxy-4-bromo-2,7-dimethoxy-10H-phenothiazine (2.0 g) in methanol (40 ml) and 1N aqueous sodium hydroxide solution (40 ml) was stirred at room temperature for 5 hours. The mixture was then made slightly acidic with 1N aqueous HCl and after 15 minutes the crude product was filtered. Crystallization from ethyl acetate afforded the pure title compound (600 mg), m.p.: dec 235° C.

Workup

  1. filtrationthe crude product was filtered
  2. customCrystallization from ethyl acetate

Sources & evidence

ORD record
ord-ae435039b66e415d9f4683fa79e0bd44
Source dataset
uspto-grants-1989_07
Patent number
US04845083

Reaction notes

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