Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | 2-Chloroquinazolin-4-amine | HCID 252879 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Hydrazinylquinazolin-4-amine | HCID 55280487 | 86% |
Reaction Steps
A mixture of 2-chloroquinazolin-4-amine (Example 38) (100 mg, 0.56 mmol) and hydrazine (0.09 mL, 2.79 mmol) in ethanol (5 mL) was heated in a sealed tube at 80° C. overnight. After the reaction mixture was cooled down, the resulting precipitate was collected by filtration, rinsed with ethanol and dried in the air to give the title compound (84 mg, 86%). 1H NMR (400 MHz, DMSO-d6) δ 4.2 (bs, 2H), 4.6 (bs, 2H), 7.0 (t, J=7.2 Hz, 1H), 7.27 (d, J=8.0 Hz, 1H), 7.43 (s, 1H), 7.61 (s, 1H), 7.87 (d, J=7.6 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07928111B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-e9e8ed14093c493a93d2a9574e8e1ce3 |
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| Source note | uspto-grants-2011_04 |
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