Reaction equation
Br.Cl.[NH:3]([C:7]1[S:8][CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([NH2:18])[CH:13]=2)[N:11]=1)[C:4]([NH2:6])=[NH:5].[C:19]([NH:27][C:28]#[N:29])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[OH-].[Na+]>CN(C)C=O.O>[NH:3]([C:7]1[S:8][CH:9]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([NH:18][C:28]([NH2:29])=[N:27][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:13]=2)[N:11]=1)[C:4]([NH2:6])=[NH:5]Participants
6
Conditions
- Temperature
- 90 °C
Procedure
A mixture of 2-guanidino-4-(3-aminophenyl)-thiazole hydrochloride hydrobromide (1.2 g.) and benzoylcyanamide (0.7 g.) in dimethylformamide (15 ml.) and water (10 ml.) was heated at 90° C. for 2 hours. The mixture was diluted with water (30 ml.) and made strongly basic with dilute sodium hydroxide solution. The mixture was extracted with ethyl acetate (2×50 ml.) and the extract evaporated to dryness to give 2-guanidino-4-[3-(2-benzoylguanidino)phenyl]-thiazole as a dark gum (0.9 g.)
Workup
- extractionThe mixture was extracted with ethyl acetate (2×50 ml.)
- customthe extract evaporated to dryness
Sources & evidence
- ORD record
- ord-6402d85af84c481a80d03f3996c0daa0
- Source dataset
- uspto-grants-1982_02
- Patent number
- US04315009
Linked notes
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