Benzoyl isothiocyanate → HCID 18693429, compound

HRID 1870826Notes

Reaction equation

HRID 1870826 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]([C:10]2[CH:14]=[C:13]([NH:15][CH3:16])[O:12][N:11]=2)[CH3:9])[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:23]([N:31]=[C:32]=[S:33])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>N1C=CC=CC=1>[C:23]([NH:31][C:32](=[S:33])[N:15]([C:13]1[O:12][N:11]=[C:10]([CH:8]([C:6]2[CH:5]=[CH:4][C:3]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[C:2]([F:1])[CH:7]=2)[CH3:9])[CH:14]=1)[CH3:16])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 15676040HCID 15676040, compound

Product 1

HCID 18693429HCID 18693429, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution consisting of {3-[1-(2-fluoro-biphenyl-4-yl)-ethyl]-isoxazol-5-yl}-methyl-amine (4.06 g), pyridine (40 ml) and benzoyl isothiocyanate (2.5 g) was stirred overnight at room temperature. The solution was concentrated and the residue was purified by a silica gel column chromatography to obtain the desired compound (5.28 g).

Workup

  1. concentrationThe solution was concentrated
  2. customthe residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-3c540f757dcc47daa9ff3d4e84d2a4cb
Source dataset
uspto-grants-2000_08
Patent number
US06100260

Reaction notes

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