Thionyl Chloride → HCID 18942226, compound

HRID 355421Notes

Reaction equation

HRID 355421 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[CH:8]=[CH:9][C:10]2[N:11]([CH3:23])[C:12]3[C:17]([S:18](=[O:22])(=[O:21])[C:19]=2[CH:20]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3>C(Cl)(Cl)Cl>[Cl:3][CH2:6][C:7]1[CH:8]=[CH:9][C:10]2[N:11]([CH3:23])[C:12]3[C:17]([S:18](=[O:22])(=[O:21])[C:19]=2[CH:20]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 11334853HCID 11334853, compound

Product 1

HCID 18942226HCID 18942226, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Thionyl chloride (5 ml) was added to a mixture of 3-hydroxymethyl-10-methylphenothiazine-5,5-dioxide (1.23 g, 4.47 mmol) and chloroform (15 ml), and the mixture was stirred for 1 hour. The reaction mixture was concentrated under a reduced pressure, water was added to the residue, and the reaction product was extracted with chloroform. The extract was washed with water and saturated sodium chloride aqueous solution in that order, dried over anhydrous magnesium sulfate, and then concentrated under a reduced pressure to give the title compound (1.32 g, 100%) as colorless crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under a reduced pressure, water
  2. additionwas added to the residue
  3. extractionthe reaction product was extracted with chloroform
  4. washThe extract was washed with water and saturated sodium chloride aqueous solution in that order
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-46aa833fb2344af59263e429e73c889a
Source dataset
uspto-grants-1998_11
Patent number
US05830902

Reaction notes

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