Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Phenylprop-2-enoyl chloride | HCID 66023 | — |
| Reactant | 6-Hydroxy-1,3-benzothiazole-2-sulfonamide | HCID 6852129 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54518810 | HCID 54518810 | — |
Reaction Steps
To a stirred solution of 6-hydroxy-2-benzothiazolesulfonamide (2.3 g., 0.01 mole), 4-dimethylaminopyridine (100 mg., catalyst) and triethylamine (1.4 ml., 0.01 mole) in dimethylformamide (20 ml.) is added cinnamoyl chloride (1.7 g., 0.01 mole). The reaction mixture is stirred at 25° C. for 2 hours and then poured into ice water and excess hydrochloric acid to give 3.5 g. of 2-sulfamoyl-6-benzothiazolyl 3-phenyl-2-propenoate which melts at 235°-235° C. after recrystallization from ethyl acetatehexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04416890 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-713df523bb884ec69a8ebaa0fb2ef7e9 |
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| Source note | uspto-grants-1983_11 |
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