Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Ethylaniline | HCID 7670 | — |
| Reactant | 4H-1,2,4-Benzothiadiazine, 3-chloro-4-ethyl-, 1,1-dioxide | HCID 198691 | — |
| Reactant | HCID 15231589 | HCID 15231589 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 20081641 | HCID 20081641 | 88% |
Reaction Steps
A 0.8 g quantity of 3-chloro-4-ethyl-1,2,4-benzothiadiazine-1,1-dioxide in the form of white crystals prepared in the same manner as in Reference Example 4 with the exception of using N-ethylaniline in place of N-methylaniline was added to a solution of 1.2 g of the N-[3-[3-(piperidinomethyl)phenoxy]propyl]-4'-methoxybenzylamine obtained in Example 1, (iii) in 12 ml of chloroform, and the mixture was stirred at room temperature for 8 hours. The reaction mixture was purified in the same manner as in Example 1, giving 1.67 g of 3-[N-[3-[3-(piperidinomethyl)phenoxy]-propyl]-4'-methoxybenzylamino]-4-ethyl-1,2,4-benzothiadiazine-1,1-dioxide (yield 88% ). This compound was converted to an oxalic acid salt in the same manner as in Example 1 to obtain 1.81 g of a compound 15 in the form of white crystals as listed in Table 1 (yield 92% ). M.p.: 85°~90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05401739 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-967be979e3844abdb675b3fdccb8aece |
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| Source note | uspto-grants-1995_03 |
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