Benzoyl chloride → HCID 13936585, compound

HRID 2309269Notes

Reaction equation

HRID 2309269 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:13])(=[O:12])[N:4]([CH3:14])[C:3]=1[C:15]1[O:19][C:18]([CH3:20])=[N:17][N:16]=1.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>N1C=CC=CC=1.ClCCl>[C:21]([O:1][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5](=[O:12])(=[O:13])[N:4]([CH3:14])[C:3]=1[C:15]1[O:19][C:18]([CH3:20])=[N:17][N:16]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 7412Benzoyl chlorideHCID 135838385HCID 135838385, compound

Product 1

HCID 13936585HCID 13936585, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-hydroxy-2-methyl-3-(2-methyl-1,3,4-oxadiazol-5-yl)-1,2-benzothiazine 1,1-dioxide, (0.155 g) in pyridine (0.5 ml) was added benzoyl chloride (0.63 ml) at 5°-10° C. After being stirred at room temperature for 1 hour, the mixture was diluted with dichloromethane, washed successively with dilute HCl, water and dilute sodium bicarbonate solution and dried over sodium sulfate to give, on concentration, crude solids 0.213 g. Recrystallization from toluene gave the title compound 0.156 g (74%).

Workup

  1. washwashed successively with dilute HCl, water and dilute sodium bicarbonate solution
  2. dry with materialdried over sodium sulfate
  3. customto give, on concentration, crude solids 0.213 g
  4. customRecrystallization from toluene

Sources & evidence

ORD record
ord-e6befaf3bdc44be5bc03ebf5cf95600a
Source dataset
uspto-grants-1987_09
Patent number
US04694080

Reaction notes

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