4,5,6,7-Tetrahydro-7-oxobenzo[b]thiophen-4-amine hydrochloride → Sulbenox

HRID 259337Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259337
Cl.[O:2]=[C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[CH:6]([NH2:12])[CH2:5][CH2:4]1.[O:13]([C:15]#[N:16])[K]>O>[O:2]=[C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[CH:6]([NH:12][C:15]([NH2:16])=[O:13])[CH2:5][CH2:4]1

Komponenten

4

Edukt 2

HCID 233477954,5,6,7-Tetrahydro-7-oxobenzo[b]thiophen-4-amine hydrochlorideHCID 178418250HCID 178418250, Verbindung

Produkt 1

HCID 65473Sulbenox

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

The aqueous solution (280 ml.) of (+)-4,5,6,7-tetrahydro-7-oxobenzo[b]thiophen-4-amine hydrochloride from Example 53 is stirred while 40 grams of KOCN in 95 ml. of water is added dropwise. The mixture is warmed to 70° C. for 1.5 hour and cooled to 10° C. The light brown solid is collected and washed well with 700 ml. of water. The product is then stirred with 110 ml. of cold methanol, collected, and washed with 50 ml. of cold methanol to afford 48 grams of the title compound, m.p. 247°-249.5° C. (dec.), [α]D24 = - 97.16° (c, 0.14 in methanol).

Aufarbeitung

  1. temperaturecooled to 10° C
  2. customThe light brown solid is collected
  3. washwashed well with 700 ml
  4. customof cold methanol, collected
  5. washwashed with 50 ml

Quellen und Nachweise

ORD-Eintrag
ord-2e2d8e71acdd47d580cac45add68f3da
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036979

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