Water → HCID 10316466, compound

HRID 1452517Notes

Reaction equation

HRID 1452517 reaction equation
[OH:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[N:4]([C:15]2[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)[N:3]=1.[H-].[Na+].I[CH3:28].O>CN(C=O)C>[CH3:28][O:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[N:4]([C:15]2[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)[N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178489017HCID 178489017, compound

Product 1

HCID 10316466HCID 10316466, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

500 mg of 4-[3-hydroxy-5-(4-methoxyphenyl)-1,2,4-triazole-1-yl]-benzenesulfonamide prepared in the above Example 16, was dissolved in 10 ml of DMF and then 1.05 eq of NaH was slowly added thereto. Afterwards 1.5 eq of iodomethane was added to the mixture and then stirred for 3 hours at the same temperature. When the reaction was completed, the resultant was poured into 100 ml of cold water to form precipitate. The precipitate was filtered and then washed with 100 ml of cold ether and 100 ml of cold water (1× each) to give 385 mg (yield 75%) of the titled compound as a white solid.

Workup

  1. customto form precipitate
  2. filtrationThe precipitate was filtered
  3. washwashed with 100 ml of cold ether and 100 ml of cold water (1× each)

Sources & evidence

ORD record
ord-39ed27d241d9416eae3ae88801814369
Source dataset
uspto-grants-2009_01
Patent number
US07473700B2

Reaction notes

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