Hydrochloric Acid → HCID 68108748, compound

HRID 385096Notes

Reaction equation

HRID 385096 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[C:19]([S:23]([CH3:26])(=[O:25])=[O:24])[C:20]=1[O:21]C)[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:17])(=[O:16])[CH2:8]1)=[O:6].[Cl-].[Li+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[C:19]([S:23]([CH3:26])(=[O:25])=[O:24])[C:20]=1[OH:21])[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:17])(=[O:16])[CH2:8]1)=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 433294Lithium ChlorideHCID 68109083HCID 68109083, compound

Product 1

HCID 68108748HCID 68108748, compoundYield 54.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

3-(3-chloro-4-methoxy-5-methylsulfonylbenzoyl)-1,1-dioxo-2,3-dihydro-1,3-benzothiazole (586 mg) was dissolved in N,N-dimethylformamide (4 mL), and lithium chloride (241 mg) was added to the solution, and then the mixture was stirred at 120° C. for 2 hours. To the reaction solution, 1N hydrochloric acid was added, and the precipitated crystal was washed with water and then crystallized from n-hexane-chloroform to obtain the title compound (310 mg) as a colorless crystal.

Workup

  1. washthe precipitated crystal was washed with water
  2. customcrystallized from n-hexane-chloroform

Sources & evidence

ORD record
ord-3f4d0cfa37634d11a198f9eef4bb4a96
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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