HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Benzodioxol-5-amine → 9-(Benzo[d][1,3]dioxol-5-ylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Benzodioxol-5-amine | HCID 84310 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | HCID 178484237 | HCID 178484237 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | 9-(Benzo[d][1,3]dioxol-5-ylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile | HCID 71277763 | 49% |
Reaction Steps
Prepared from VII and 3,4-(methylenedioxy)aniline. Flash chromatography eluent (DCM-EtOAc, 9:1). Yield: 49%; orange solid; mp>260° C.; IR (KBr) νmax/cm−1 2894, 2226, 1734, 1706, 1645, 1609, 1581, 1555, 1499, 1471, 1377, 1354, 1304, 1264, 1236, 1211, 1188, 1162, 1125, 1086, 1037, 972, 938, 924, 859, 829, 809; 1H NMR (300 MHz, DMSO-d6) δ 8.51 (d, 1H, J=9.0 Hz), 8.14 (m, 1H), 7.76 (m, 1H), 6.94 (d, 2H, J=9.0 Hz), 6.72 (m, 1H), 6.02 (s, 2H); HRMS calcd for C17H9N5O2S (M+H+): 348.0555, found 348.0566.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09446044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-0e43432147f944afa1523ebf3b74f799 |
| Source note | uspto-grants-2016_09 |