Butyl isocyanate → 2-(3-n-Butylureido)-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene

HRID 21367

Reaktionsgleichung

Reaktionsgleichung von HRID 21367
[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]#[N:12].C(N(CC)CC)C.[CH2:20]([N:24]=[C:25]=[O:26])[CH2:21][CH2:22][CH3:23]>C1(C)C=CC=CC=1>[CH2:20]([NH:24][C:25](=[O:26])[NH:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]#[N:12])[CH2:21][CH2:22][CH3:23]

Komponenten

5

Edukt 3

HCID 8110Butyl isocyanateHCID 8471TriethylamineHCID 783822-Amino-4,5,6,7-tetrahydrobenzo(b)thiophene-3-carbonitrile2×

Produkt 1

HCID 137427682-(3-n-Butylureido)-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiopheneAusbeute 18 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 5.35 g (30 mmol) of 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene (prepared according to Intermediate 1e), 2.0 ml (45 mmol) of triethylamine, 10 ml (90 mmol) of n-butyl isocyanate and 100 ml of toluene was stirred for 16 hours at 80° C. The solid formed was then isolated and was recrystallized from ethanol. Yield: 18%; mp.: 170°-171° C.

Aufarbeitung

  1. customThe solid formed
  2. customwas then isolated
  3. customwas recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-ea64a0b4663547b6a3e35eaa7469e9c7
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05422335

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