HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → 4-(1H-indol-3-ylmethyl)-1,3-thiazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Methanethioamide | HCID 3005587 | — |
| Edukt | HCID 178445575 | HCID 178445575 | — |
| Edukt | HCID 178528016 | HCID 178528016 | — |
| Lösungsmittel | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Produkt | 4-(1H-indol-3-ylmethyl)-1,3-thiazole | HCID 11528610 | 71% |
Reaktionsschritte
The general method was used with thioformamide to afford a 71% yield (Londergan et al. (1953) J. Am. Chem. Soc., 75:4456-8). 1H NMR (CDCl3) δ 8.76 (d, 1H, SCHN, J=2.0 Hz), 8.11 (br s, 1H, NH), 7.52 (d, 1H, ArH, J=7.6 Hz), 7.36 (d, 1H, ArH, J=8.0 Hz), 7.18 (t, 1H, ArH, J=7.1 Hz), 7.08 (t, 2H, ArH, J=7.4 Hz), 6.90 (s, 1H, ArH), 4.34 (s, 2H, ArCH2). 13C NMR (CDCl3) δ 157.5, 152.5, 122.5, 122.1, 119.4, 119.1, 113.8, 113.5, 111.2, 27.6. IR (CH2Cl2) vmax cm−1: 3626, 3470, 3051, 2987, 1420, 1264. GC: r.t.=15.05 min. EI-MS m/z (%) 214 (100, M+), 213 (86), 186 (15), 154 (14), 130 (51). RP-HPLC (1/1 CH3CN/H2O+0.1% TFA) r.t.=4.408 min.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07705022B2 |
| Quelldatensatz | uspto-grants-2010_04 |
| ORD ID | ord-9644528451be4948a15b5140836f23e9 |
| Quellennotiz | uspto-grants-2010_04 |