Ammonia → 5,6,7,8-Tetrahydro-2-phenyl-3-(benzoylaminoiminomethyl)imidazo[2,1-b]benzothiazole
Reaction equation
[C:1]1([C:7]2[N:8]=[C:9]3[N:13]([C:14]=2[CH:15]=O)[C:12]2[CH2:17][CH2:18][CH2:19][CH2:20][C:11]=2[S:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]([NH:29][NH2:30])(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.Cl.C(O)C.N>O>[C:1]1([C:7]2[N:8]=[C:9]3[N:13]([C:14]=2[CH:15]=[N:30][NH:29][C:21](=[O:28])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:12]2[CH2:17][CH2:18][CH2:19][CH2:20][C:11]=2[S:10]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
0.28 g of 5,6,7,8-tetrahydro-2-phenyl-3-formylimidazo[2,1-b]benzothiazole and 0.15 g of benzohydrazide were stirred over night in 20 ml of a 0.1N hydrochloric acid-ethanol solution at room temperature and the precipitated crystal obtained by filtration. The crystals were dissolved in water and the solution was made alkaline by ammonia solution, then extracted by chloroform. The extract was washed with water and dried, then the solvent was distilled off and the residue was crystallized from ethyl acetate to obtain the desired substance in an amount of 0.35 g (yield of 84.0%).
Workup
- customthe precipitated crystal obtained by filtration
- extractionextracted by chloroform
- washThe extract was washed with water
- customdried
- distillationthe solvent was distilled off
- customthe residue was crystallized from ethyl acetate
- customto obtain the desired substance in an amount of 0.35 g (yield of 84.0%)
Sources & evidence
- ORD record
- ord-6b09b8036967419295bf960b4f73ea62
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05919799
Reaction notes
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