HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Benzodioxan-6-ylamine → 9-(2,3-Dihydrobenzo[b][1,4]dioxin-6-ylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Benzodioxan-6-ylamine | HCID 89148 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | HCID 178484237 | HCID 178484237 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | 9-(2,3-Dihydrobenzo[b][1,4]dioxin-6-ylamino)thiazolo[5,4-f]quinazoline-2-carbonitrile | HCID 71277753 | 33% |
Reaction Steps
Prepared from VII and 1,4-benzodioxan-6-amine. Flash chromatography eluent (DCM-EtOAc, 8:2). Yield: 33%; yellow solid; mp 180-190° C.; IR (KBr) νmax/cm−1 3055, 2978, 2932, 2875, 2230, 1709, 1638, 1609, 1578, 1496, 1460, 1376, 1299, 1281, 1239, 1200, 1151, 1063, 916, 885, 814; 1H NMR (300 MHz, DMSO-d6) δ 8.37 (d, 1H, J=8.4 Hz), 7.85 (m, 1H), 7.76 (m, 1H), 6.88 (d, 1H, J=8.4 Hz), 6.56 (m, 2H), 4.25 (s, 4H); HRMS calcd for C18H12N5O2S (M+H+): 362.0712, found 362.0696.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09446044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-0e841cbaf8ad4f5cb07ff86fcefd40fd |
| Source note | uspto-grants-2016_09 |