Benzoyl chloride → HCID 59609593, compound

HRID 1660686Notes

Reaction equation

HRID 1660686 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[C:37]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[S:31](=[O:39])(=[O:38])[C:30]3[C:25]2=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:20][CH:19]=1>C(#N)C>[C:8]([O:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[C:37]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[S:31](=[O:39])(=[O:38])[C:30]3[C:25]2=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:20][CH:19]=1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 59609626HCID 59609626, compound

Product 1

HCID 59609593HCID 59609593, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.68 g (6.68 mmol) of triethylamine and 0.34 g (2.44 mmol) of benzoyl chloride were added to a solution of 0.72 g (2.22 mmol) of 10-(4-hydroxyphenyl)phenothiazine 5,5-dioxide in 120 ml of acetonitrile. After stirring at room temperature for 45 min, the solvent was distilled off. The residue was taken up in 100 ml of hot water and stirred at 75° C. for 30 min. The solid was filtered off with suction while hot, washed with hot water and dried at 120° C. in a forced-air drying cabinet. 0.87 g (92% of theory) of colorless microcrystals having an m.p. of 233-235° C. were obtained.

Workup

  1. distillationthe solvent was distilled off
  2. stirringstirred at 75° C. for 30 min
  3. filtrationThe solid was filtered off with suction while hot,
  4. washwashed with hot water
  5. customdried at 120° C. in a forced-air drying cabinet
  6. customwere obtained

Sources & evidence

ORD record
ord-6c144124ca7c4974a84d4e5ac2edb506
Source dataset
uspto-grants-2011_10
Patent number
US08029919B2

Reaction notes

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