Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 59295488 | HCID 59295488 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178432455 | HCID 178432455 | 88.1% |
Reaction Steps
4-(2-Bromo-4-methyl-thiazol-5-ylmethoxy)-2-chloro-benzonitrile (200 mg, 0.6 mmol) was dissolved in a mixture of 4 ml tetrahydrofuran and 4 ml methanol. Hydroxylamine hydrochloride (1.0 g, 14.6 mmol) was added followed by the addition of 2.1 ml triethylamine. The reaction mixture was stirred at 65° C. overnight. The solvents were removed in vacuo and the resulting residue poured into water and extracted five times with ethylacetate. The combined organic extracts were washed with brine, dried over MgSO4 and the solvent was evaporated in vacuo to obtain 199 mg 4-(2-Bromo-4-methyl-thiazol-5-ylmethoxy)-2-chloro-N-hydroxy-benzamidine as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07709481B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-260b1e6f82d449c7b139ce69c354c360 |
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| Source note | uspto-grants-2010_05 |
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