Potassium Hydroxide → HCID 59609584, compound

HRID 1660688Notes

Reaction equation

HRID 1660688 reaction equation
[C:1]1([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C:35]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[S:29][C:28]4[C:23]3=[CH:24][CH:25]=[CH:26][CH:27]=4)=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:44])C=1.[OH-:47].[K+]>C(Cl)Cl>[C:1]1([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C:35]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[S:29](=[O:44])(=[O:47])[C:28]4[C:23]3=[CH:24][CH:25]=[CH:26][CH:27]=4)=[CH:18][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 59609634HCID 59609634, compound

Product 1

HCID 59609584HCID 59609584, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6.14 g of 10-[4-(N-phenyl-2-benzimidazolyl)phenyl]phenothiazine in 180 ml of methylene chloride was admixed at room temperature with 7.17 g (28.9 mmol) of 70% m-chloroperbenzoic acid with cooling and stirred at room temperature for 1 h. The solution was admixed with 60 ml of 10% KOH. After the methylene chloride had been removed, the suspension was diluted with 100 ml of hot water. The precipitate was filtered off with suction, washed with hot water and dried at 80° C. under reduced pressure. The crude product (4.82 g) was recrystallized from 48 ml of acetic acid. 3.02 g (46% of theory) of beige microcrystals having an m.p. of 286-288° C. were obtained.

Workup

  1. temperaturewith cooling
  2. customAfter the methylene chloride had been removed
  3. additionthe suspension was diluted with 100 ml of hot water
  4. filtrationThe precipitate was filtered off with suction
  5. washwashed with hot water
  6. customdried at 80° C. under reduced pressure
  7. customThe crude product (4.82 g) was recrystallized from 48 ml of acetic acid
  8. customwere obtained

Sources & evidence

ORD record
ord-503147315ea649f08e5d68cb04c58034
Source dataset
uspto-grants-2011_10
Patent number
US08029919B2

Reaction notes

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