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

HRID 2187182Notes

Reaction equation

HRID 2187182 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 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-67e6c4380a784d28bc2189b1874e72bc
Source dataset
uspto-grants-2002_06
Patent number
US06407249B1

Reaction notes

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