Potassium thiocyanate → HCID 12223712, compound

HRID 1658058Notes

Reaction equation

HRID 1658058 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:16]=[C:15]2[C:6]([S:7][C:8]3[CH:9]=[CH:10][CH:11]=[C:12]([C:17](Cl)=[O:18])[C:13]=3[NH:14]2)=[CH:5][CH:4]=1.[S-:22][C:23]#[N:24].[K+]>CC(C)=O>[F:1][C:2]([F:21])([F:20])[C:3]1[CH:16]=[C:15]2[C:6]([S:7][C:8]3[CH:9]=[CH:10][CH:11]=[C:12]([C:17]([N:24]=[C:23]=[S:22])=[O:18])[C:13]=3[NH:14]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 12223711HCID 12223711, compound

Product 1

HCID 12223712HCID 12223712, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 56.5 g. (0.172 mol.) of 8-trifluoromethylphenothiazine-1-carboxylic acid chloride in 450 ml. of acetone was added over a 15 minute period to a stirred solution of 25.0 g. (0.257 mol.) of potassium thiocyanate in 200 ml. of acetone. The resulting reddish brown suspension was stirred at 25° for 1.5 hours. The reaction mixture was concentrated under reduced pressure to approximately 300 ml. then diluted with 700 ml. of water. The product was collected by filtration and washed thoroughly with water to give 8-trifluoromethylphenothiazine-1-carboxylic acid isothiocyanate, m.p. 145°-150°.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure to approximately 300 ml
  2. additionthen diluted with 700 ml
  3. filtrationThe product was collected by filtration
  4. washwashed thoroughly with water

Sources & evidence

ORD record
ord-7fea3b37f9bb41639c59a3f473291f6a
Source dataset
uspto-grants-1976_06
Patent number
US03962438

Reaction notes

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