Potassium thiocyanate → HCID 11130404, compound

HRID 730054Notes

Reaction equation

HRID 730054 reaction equation
[S-:1][C:2]#[N:3].[K+].Cl.[NH2:6][CH:7]([C:17]1[CH:22]=[CH:21][N:20]=[C:19]([O:23][CH3:24])[CH:18]=1)[C:8]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)=O.C([O-])(O)=O.[Na+]>Cl>[F:16][C:13]1[CH:12]=[CH:11][C:10]([C:8]2[NH:3][C:2](=[S:1])[NH:6][C:7]=2[C:17]2[CH:22]=[CH:21][N:20]=[C:19]([O:23][CH3:24])[CH:18]=2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 516872Potassium thiocyanateHCID 516892Sodium BicarbonateHCID 69054531HCID 69054531, compound

Product 1

HCID 11130404HCID 11130404, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Potassium thiocyanate (2 g, 20.6 mmol) was introduced into a solution of 23d (3.2 g; 10.8 mmol) in 10% strength hydrochloric acid (50 ml). The reaction mixture was stirred under reflux for 30 min. The orange solution was cooled and neutralized using 10% strength NaHCO3 solution. The precipitate was filtered off, washed with H2O and dried under reduced pressure over CaCl2. The crude product was triturated with ethanol, and insoluble components were filtered off. On standing, 24d precipitated from the ethanolic filtrate.

Workup

  1. temperatureunder reflux for 30 min
  2. temperatureThe orange solution was cooled
  3. filtrationThe precipitate was filtered off
  4. washwashed with H2O
  5. dry with materialdried under reduced pressure over CaCl2
  6. customThe crude product was triturated with ethanol, and insoluble components
  7. filtrationwere filtered off
  8. custom24d precipitated from the ethanolic filtrate

Sources & evidence

ORD record
ord-d71703a0cb134eabb80fc430ac8989b7
Source dataset
uspto-grants-2009_09
Patent number
US07582660B2

Reaction notes

Loading…