Potassium Carbonate → HCID 178519442, compound

HRID 253325Notes

Reaction equation

HRID 253325 reaction equation
[F:1][C:2]([F:6])([F:5])[CH2:3][SH:4].[N+:7]([C:10]1[N:14]=[C:13]([C:15]2[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[C:17](F)[CH:16]=2)[NH:12][N:11]=1)([O-:9])=[O:8].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N+:7]([C:10]1[N:14]=[C:13]([C:15]2[CH:16]=[CH:17][C:18]([CH:19]=[O:20])=[C:21]([S:4][CH2:3][C:2]([F:6])([F:5])[F:1])[CH:22]=2)[NH:12][N:11]=1)([O-:9])=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 41339242,2,2-TrifluoroethanethiolHCID 178519441HCID 178519441, compound

Product 1

HCID 178519442HCID 178519442, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
5 °C

Procedure

0.8 g of 2,2,2-trifluoroethylmercaptan was added dropwise under cooling with ice to a mixture of 1.6 g of 4-(3-nitro-1,2,4-triazolyl)-2-fluorobenzaldehyde, 1.3 g of potassium carbonate and 50 ml of N,N-dimethylformamide, followed by stirring at from 0 to 10° C. for 4 hours. The mixture was concentrated under reduced pressure, 200 ml of water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 1.8 g of 4-(3-nitro-1,2,4-triazolyl)-2-(2,2,2-trifluoroethylthio)benzaldehyde.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure, 200 ml of water
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bb64d3f62eba43f492fd196054158a74
Source dataset
uspto-grants-2011_01
Patent number
US07872036B2

Reaction notes

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