Pyridine → HCID 66639201, Verbindung

HRID 1094975

Reaktionsgleichung

Reaktionsgleichung von HRID 1094975
[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:9]=2[S:8][C:7]=1[NH2:15])=[O:5])[CH3:2].N1C=CC=CC=1.CO[C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1OC)[C:27](Cl)=[O:28].[CH2:35]([Cl:37])Cl>>[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:9]=2[S:8][C:7]=1[NH:15][C:27](=[O:28])[C:26]1[CH:30]=[CH:31][CH:32]=[C:24]([CH2:35][Cl:37])[CH:25]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 77070Veratroyl chloride2×HCID 78262Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate2×

Produkt 1

HCID 66639201HCID 66639201, Verbindung

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-Amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylic acid ethyl ester (Compound A) (4.0 g) was dissolved in anhydrous methylene chloride (40.0 ml). Subsequently, pyridine (2.8 ml) and 3-(chloromethyl)benzoyl chloride (compound B) (3.0 ml) were added at 0° C., and the mixture was stirred at 0° C. for one hr. After the completion of the reaction, distilled water was added, and the mixture was subjected to separatory extraction with chloroform, and the organic layer was washed with saturated brine, was dried over sodium sulfate, and was then concentrated to give 2-(3-chloromethyl-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester as a useful intermediate (7.42 g, yield 100%).

Aufarbeitung

  1. customAfter the completion of the reaction
  2. distillationdistilled water
  3. additionwas added
  4. extractionthe mixture was subjected to separatory extraction with chloroform
  5. washthe organic layer was washed with saturated brine
  6. dry with materialwas dried over sodium sulfate
  7. concentrationwas then concentrated

Quellen und Nachweise

ORD-Eintrag
ord-d039a63894f94c38830b00a29956f7a9
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08134015B2

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