Dimethylcarbamoyl Chloride → HCID 17838745, compound

HRID 1293152Notes

Reaction equation

HRID 1293152 reaction equation
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([S:7]([C:10]2[N:14]=[CH:13][NH:12][N:11]=2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:16][N:17]([CH3:21])[C:18](Cl)=[O:19].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]1([CH3:15])[CH:2]=[CH:3][C:4]([S:7]([C:10]2[N:14]=[CH:13][N:12]([C:18](=[O:19])[N:17]([CH3:21])[CH3:16])[N:11]=2)(=[O:9])=[O:8])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 11430Potassium CarbonateHCID 178427291HCID 178427291, compound

Product 1

HCID 17838745HCID 17838745, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 3-(4-toluenesulfonyl)-1H-1,2,4-triazole (100 mg), dimethylcarbamoyl chloride (62 μl) and potassium carbonate (124 mg) in N,N-dimethylformamide was stirred at room temperature for 70 minutes. To the reaction mixture were added ethyl acetate and water, and extraction was carried out with ethyl acetate. The obtained organic layer was washed three times with water, and then dried over magnesium sulfate. The residue was purified by a short-column chromatography (eluent: n-hexane/ethyl acetate=3/1) to yield a clear oil (77 mg).

Workup

  1. additionTo the reaction mixture were added
  2. extractionethyl acetate and water, and extraction
  3. washThe obtained organic layer was washed three times with water
  4. dry with materialdried over magnesium sulfate
  5. customThe residue was purified by a short-column chromatography (eluent: n-hexane/ethyl acetate=3/1)

Sources & evidence

ORD record
ord-2facd35bf76d4a7c9d1f38a9bf874727
Source dataset
uspto-grants-2007_07
Patent number
US07238720B2

Reaction notes

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