3,5-Bis(trifluoromethyl)phenyl isothiocyanate → HCID 3003383, compound

HRID 1532246Notes

Reaction equation

HRID 1532246 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[N:12]=[N:13][S:14][CH:15]=2)=[O:10])=[CH:4][CH:3]=1.[N:16]([C:19]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([C:29]([F:32])([F:31])[F:30])[CH:20]=1)=[C:17]=[S:18]>C(#N)C>[F:26][C:25]([F:27])([F:28])[C:23]1[CH:24]=[C:19]([NH:16][C:17](=[S:18])[NH:1][C:2]2[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]3[N:12]=[N:13][S:14][CH:15]=3)=[O:10])=[CH:6][CH:7]=2)[CH:20]=[C:21]([C:29]([F:31])([F:32])[F:30])[CH:22]=1

Participants

4

Reactant 2

HCID 27333953,5-Bis(trifluoromethyl)phenyl isothiocyanateHCID 12051700HCID 12051700, compound

Product 1

HCID 3003383HCID 3003383, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of [1,2,3]-thiadiazole-4-carboxylic acid (4-amino-phenyl) amide (2.0 g) in acetonitrile (50 mL) is added 1-isothiocyanato-3,5-bis-trifluoromethyl-benzene (2.5 g) in acetonitrile (50 mL) dropwise but rapidly and the reaction is stirred at room temperature. After ninety minutes, the solvent is removed under reduced pressure and the resulting brown solid is recrystallized from ethyl acetate/hexanes to give the pure product. [M+H]492.

Workup

  1. waitAfter ninety minutes
  2. customthe solvent is removed under reduced pressure
  3. customthe resulting brown solid is recrystallized from ethyl acetate/hexanes
  4. customto give the pure product

Sources & evidence

ORD record
ord-677c260de75543bf9cecbf041951494f
Source dataset
uspto-grants-2001_03
Patent number
US06201013B1

Reaction notes

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