Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | HCID 131735642 | HCID 131735642 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131735641 | HCID 131735641 | 99.6% |
Reaction Steps
According to a procedure similar to that of Preparation example 1, intermediate 2-nitro-4-(N-parafluorobenzyl-imino)-aniline was obtained by using o-nitro paraphenylene diamine and parafluorobenzaldehyde as starting materials. 2-nitro-4-(N-parafluorobenzyl-imino)-aniline (2.61 g, 0.01 mol) was dissolved in THF (30 mL) and air therein was replace with N2. Then Pd—C (10%, 261 mg) was rapidly added and N2 therein was replaced with H2. The hydrogenation reaction was conducted overnight, and the resulting reaction solution was filtered and concentrated to produce a product of 2-amino-4-(N-parafluorobenzyl-imino)-aniline (2.3 g, 99.6%, colorless oil, instable, prone to be oxidized and deteriorated), which was rapidly used in nest step. 1H NMR (300 MHz, CDCl3): δ 7.32 (t, J=8.7 Hz, 2H), 7.02 (t, J=8.7 Hz, 2H), 6.58 (d, J=8.7 Hz, 1H), 6.01-6.08 (m, 2H), 4.22 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353048B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-4d7a7e89ad194a49bab010938965e7f4 |
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| Source note | uspto-grants-2016_05 |
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