HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzo(d)thiazol-2-amine → N-[2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethyl]-N'-(2-benzothiazolyl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzo(d)thiazol-2-amine | HCID 8706 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | ethyl N-(1,3-benzothiazol-2-yl)carbamate | HCID 854169 | — |
| Reactant | 2-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochloride | HCID 3015999 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Pentane | HCID 8003 | — |
| Product | N-[2-[(5-methyl-1H-imidazol-4-yl)methylthio]ethyl]-N'-(2-benzothiazolyl)urea | HCID 20501189 | 16.4% |
Reaction Steps
The compound is prepared according to the method of Example 5 using 6.12 g (25.1 mmole) of 4-[(2-aminoethyl)thiomethyl]-5-methylimidazole dihydrochloride, and 2.29 g (50.2 mmole) of sodium hydride in oil in 100 ml of pyridine and 5.55 g (25.0 mmole) of 2-carbethoxyaminobenzothiazole, prepared from 2-aminobenzothiazole according to the method of Example 2. Chromatography, followed by trituration with pentane, affords the desired compound (1.43 g, 4.1 mmole). Structure assignment is supported by nmr.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04386211 |
| Source dataset | uspto-grants-1983_05 |
| ORD ID | ord-34aee4186345479cb065f9f92cf295d9 |
| Source note | uspto-grants-1983_05 |