Acetic Acid → 1'-Methylspiro[benzothiazole-2(3H),4'-piperidine]
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH3:9][N:10]1[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]1.C(O)(=O)C.C1(C)C=CC=CC=1>O>[CH3:9][N:10]1[CH2:15][CH2:14][C:13]2([NH:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[S:8]2)[CH2:12][CH2:11]1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 125.5 g 2-amino-thiophenol, 147 g N-methyl-4-piperidone, 2 ml acetic acid and 400 ml toluene is refluxed with a water separator for 2 hours. The mixture is evaporated in vacuo. The residue is recrystallised from methylene chloride/ether/petroleum ether to give the heading compound, m.p. 135°-140°.
Workup
- customThe mixture is evaporated in vacuo
- customThe residue is recrystallised from methylene chloride/ether/petroleum ether
- customto give the heading compound, m.p. 135°-140°
Sources & evidence
- ORD record
- ord-b5f81450be074655967b563b4a334c20
- Source dataset
- uspto-grants-1982_11
- Patent number
- US04360525
Reaction notes
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