Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Propanethiol | HCID 6364 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 68851621 | HCID 68851621 | — |
| Product | HCID 68851604 | HCID 68851604 | 44% |
Reaction Steps
Sodium hydride (95%) (0.8 mmol, 0.025 g) was added to a solution of 2-propanethiol (0.8 mmol, 0.09 mL) in DMF (4 mL) in an oven dried high pressure tube. This reaction mixture was stirred for 10 minutes at room temperature after which N′-(3-cyano-4-fluorophenylcarbonyl)-4-bromo-2-methylbenzhydrazide (0.53 mmol, 0.2 g) was added. The reaction mixture was heated at 100° C. for 16 h, cooled to room temperature, and combined with water. The resulting precipitate was collected by filtration and washed with water to yield 0.1 g (44%) of the title compound. 1H NMR (500 MHZ, DMSO) δ 8.28 (s, 1H), 8.14 (d, J=8.0, 1H), 7.76 (d, J=8.2, H), 7.55 (s, 1H), 7.49 (d, J=7.8, 1H), 7.36 (d, J=8.0, 1H), 3.80-3.90 (m, 1H), 2.40 (s, 3H), 1.34 (d, J=6.2, 6H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605171B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-d724c523367a445c838f0d29192b5bd3 |
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| Source note | uspto-grants-2009_10 |
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