Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | 2,6-Dichloropyridine-3-carbaldehyde | HCID 12259383 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86729280 | HCID 86729280 | 75% |
Reaction Steps
To a solution of 2,6-dichloronicotinaldehyde (600 mg, 3.41 mmol) in THF (5 mL) was added CH3NHNH2 (480 mg, 4.1 mmol) in a seal tube at 26° C. The mixture was stirred for 16 h at 120° C. until the reaction was complete. The mixture was then treated with water (20 ml) and extracted with ethyl acetate (3×20 ml) and the combined organic layers washed with brine (20 ml), dried over Na2SO4 and concentrated to get the crude material, which was purified by column chromatography to yield the desired compound as a yellow solid (380 mg, 72.4%) (420 mg, Yield 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09388173B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-645c49e959d54e1395c147d97e0f9975 |
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| Source note | uspto-grants-2016_07 |
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