Hydrochloric Acid → HCID 67110340, compound

HRID 2080659Notes

Reaction equation

HRID 2080659 reaction equation
[Br:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[CH:6][C:5]([NH:19][C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)=O)=[C:4]([N+:28]([O-])=O)[CH:3]=1.Cl.O.O.[Sn](Cl)Cl.C(=O)(O)[O-].[Na+]>CN(C)C=O.C(Cl)(Cl)Cl.CO>[Br:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[CH:6][C:5]2[N:19]=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)[NH:28][C:4]=2[CH:3]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 67111969HCID 67111969, compound

Product 1

HCID 67110340HCID 67110340, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

145 ml of N-{4-bromo-5-(4-(methylsulfonyl)phenoxy]-2-nitrophenyl}-2-pyridinecarboxamide was suspended in 1 ml of dimethylformamide, 1 ml of methanol and 0.5 ml of concentrated hydrochloric acid, and 327 mg of tin(II) chloride dihydrate was added thereto and stirred at 70° C. for 30 minutes. The reaction liquid was neutralized with aqueous sodium bicarbonate solution, and diluted with chloroform. The insoluble matter was taken out through filtration, the filtrate was washed with saturated saline water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away to obtain 121 mg of the entitled compound as a pale yellow crystal.

Workup

  1. customThe reaction liquid
  2. filtrationThe insoluble matter was taken out through filtration
  3. washthe filtrate was washed with saturated saline water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customThe solvent was evaporated away

Sources & evidence

ORD record
ord-df9847df38834875826207d1380e0409
Source dataset
uspto-grants-2011_04
Patent number
US07932394B2

Reaction notes

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