HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → N2,N4-bis(4-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N2,N4-bis(3-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine | HCID 10126258 | — |
| Reactant | N2,N4-bis(4-methoxycarbonylphenyl)-5-fluoro-2,4-pyrimidinediamine | HCID 15604085 | — |
| Product | N2,N4-bis(4-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine | HCID 22060467 | 59.7% |
Reaction Steps
In a manner analogous to the preparation of N2,N4-bis(3-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine, N2,N4-bis(4-methoxycarbonylphenyl)-5-fluoro-2,4-pyrimidinediamine (100 mg, 0.25 mmol) and NaOH (200 mg, 5 mmol) gave N2,N4-bis(4-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine (55 mg, 59%) as a white solid. 1H NMR (CD3OD): δ 7.77 (d, J=8.7 Hz, 2H), 7.92 (d, J=8.7 Hz, 2H), 7.94 (d, J=8.4 Hz, 2H), 8.02 (d, J=8.7 Hz, 2H), 8.07 (d, J=3.6 Hz, 1H); LCMS: ret. time: 16.34 min.; purity: 100%; MS (m/e): 368.87 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835430B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-138d480deb044f978149330dd2558440 |
| Source note | uspto-grants-2014_09 |