2-(Trifluoromethyl)phenyl isothiocyanate → HCID 9917559, compound

HRID 1744210Notes

Reaction equation

HRID 1744210 reaction equation
[F:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]=[C:12]=[S:13])([F:4])[F:3].[CH2:14]([C:21]1[N:25]2[C:26]3[S:40][C:39]4[CH2:41][NH:42][CH2:43][CH2:44][C:38]=4[C:27]=3[C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[Cl:37])=[N:29][CH2:30][C:24]2=[N:23][N:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>ClCCCl>[CH2:14]([C:21]1[N:25]2[C:26]3[S:40][C:39]4[CH2:41][N:42]([C:12](=[S:13])[NH:11][C:6]5[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=5[C:2]([F:4])([F:3])[F:1])[CH2:43][CH2:44][C:38]=4[C:27]=3[C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[Cl:37])=[N:29][CH2:30][C:24]2=[N:23][N:22]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 7371622-(Trifluoromethyl)phenyl isothiocyanateHCID 9868167HCID 9868167, compound

Product 1

HCID 9917559HCID 9917559, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Trifluoromethylphenylisothiocyanate (0.56 g, 0.0027 mol) is added to a mixture containing 1-benzyl-6-(2-chlorophenyl)-7,8,9,10-tetrahydro-4H-pyrido[4′,3′;4,5]thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine (0.8 g, 0.0018 mol) in anhydrous 1,2-dichloroethane (13 ml). The reaction medium is agitated at ambient temperature for 12 hours. The precipitate is filtered on frit then washed with isopropyl ether, with ethyl acetate then with isopentane and finally dried under vacuum. 0.28 g (24%) of final product is obtained in the form of a pale yellow coloured solid. Melting point: 239–240° C.

Workup

  1. filtrationThe precipitate is filtered on frit
  2. washthen washed with isopropyl ether, with ethyl acetate
  3. dry with materialwith isopentane and finally dried under vacuum

Sources & evidence

ORD record
ord-7869369e6985408c86b77f636382fe6e
Source dataset
uspto-grants-2006_03
Patent number
US07015213B1

Reaction notes

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