HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1377064Erstellt: 25. Oktober 2026
Acetic Acid → 3-Amino-8-bromo-N,N,-diethyl-5,6-dihydrobenzo[f]quinazolin-1(2H)-one-9-sulfonamide
https://huagongshe.com/reaction/1377064
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Methanol | HCID 887 | — |
| Edukt | Diethylamine | HCID 8021 | — |
| Edukt | 3-Amino-8-bromo-5,6-dihydrobenzo[f]quinazolin-1(2h)-one-9-sulfonylchloride | HCID 136120935 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3-Amino-8-bromo-N,N,-diethyl-5,6-dihydrobenzo[f]quinazolin-1(2H)-one-9-sulfonamide | HCID 135838105 | 59% |
Reaktionsschritte
3-Amino-8-bromo-5,6-dihydrobenzo[f]quinazolin-1(2H)-one-9-sulfonylchloride (1.10 g, 2.8 mmole) and diethylamine(5 ml) were dissolved in water(15 ml) and heated to reflux for 30 minutes. The reaction mixture was cooled to room temperature and neutralized with dilute acetic acid. The collected precipitate was suspended in boiling methanol, the suspension allowed to cool, and the solid filtered off and dried under high vacuum to give 3-amino-8-bromo-N,N-diethyl-5,6-dihydrobenzo[f]quinazolin-1(2H)-one-9-sulfonamide (0.708 g, 59%). 1H NMR (DMSO-d6, 200 MHz) δ: 1.07 (t, J=7 Hz, 6H, ethyl CH3), 2.54-2.62 (m, 2H, Ar CH2), 2.81-2.88 (m, 2H, Ar CH2), 3.26 (q, J=7 Hz, 4H, ethyl CH2), 6.83 (br s, 2H, NH2), 7.60(s, 1H, Ar), 9.13 (s, 1H, Ar), 10.95 (br s, 1H, NH). Anal Calculated for C16H19BrN4O3S: C,44.97; H,4.48; Br,18.70; N,13.11; S,7.50. Found: C,44.90; H,4.49; Br,18.65; N,13.03; S,7.57.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05663337 |
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| Quelldatensatz | uspto-grants-1997_09 |
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| ORD ID | ord-1c87df6f3b704d6e8f71d27344289c30 |
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| Quellennotiz | uspto-grants-1997_09 |
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