Dimethylformamide → HCID 20186066, compound

HRID 2309198Notes

Reaction equation

HRID 2309198 reaction equation
CN(C)C=O.[SH:6][C:7]1[O:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)=[N:10][N:11]=1.[OH-].[K+].[F:24][C:25]([F:29])=[C:26]([F:28])[F:27]>C(Cl)(Cl)Cl>[F:24][C:25]([F:29])([S:6][C:7]1[O:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:20])([F:21])[F:19])[CH:13]=2)=[N:10][N:11]=1)[CH:26]([F:28])[F:27]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8301TetrafluoroethyleneHCID 14797Potassium HydroxideHCID 178506153HCID 178506153, compound

Product 1

HCID 20186066HCID 20186066, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

60 ml of dimethylformamide and 7.38 g of 2-mercapto-5-(3'-trifluoromethylphenyl)-1,3,4-oxadiazole (m.p. 154°-155° C.) and 0.7 g of potassium hydroxide are stirred in an autoclave. 22 g of tetrafluoroethylene are pressed in, and the reaction mixture is heated for 19 hours at 60° C. (10-12·105Pa). After cooling and release of pressure, the solution is poured into ice-water, the product is taken up in chloroform, the chloroform solution is washed with 1n sodium hydroxide solution, and the solvent is removed in vacuo, affording as reside the title compound in the form of an oil with a refractive index nD22 of 1.4926.

Workup

  1. temperatureAfter cooling
  2. washthe chloroform solution is washed with 1n sodium hydroxide solution
  3. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-7152c1f580cb4364b2b709f0f59fdacb
Source dataset
uspto-grants-1987_09
Patent number
US04694014

Reaction notes

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