Diethyl Ether → 2-Amino-1-(3-methyl-benzo[b]thiophen-2-yl)-ethanone hydrochloride

HRID 1244340Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1244340
Br[CH2:2][C:3]([C:5]1[S:6][C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]=1[CH3:10])=[O:4].C1N2CN3CN(C2)C[N:16]1C3.C(OCC)C.[Cl:30]C(Cl)Cl>>[ClH:30].[NH2:16][CH2:2][C:3]([C:5]1[S:6][C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]=1[CH3:10])=[O:4]

Komponenten

5

Edukt 4

HCID 3283Diethyl EtherHCID 4101HexamethylenetetramineHCID 6212ChloroformHCID 27798712-Bromo-1-(3-methyl-1-benzothiophen-2-yl)ethan-1-one

Produkt 1

HCID 219192252-Amino-1-(3-methyl-benzo[b]thiophen-2-yl)-ethanone hydrochlorideAusbeute 93 %

Versuchsvorschrift

1.11 g 2-Bromoacetyl-3-methyl-benzothiophene and 0.56 g hexamethylenetetramine in 20 ml trichloromethane were stirred at room temperature for 16 hours. After addition of 15 ml diethylether the mixture was filtered. The solid residue was stirred at room temperature for 3 hours in a mixture of 15 ml methanol and 1.9 ml concentrated hydrochloric acid. The solvents were distilled off and the residue recrystallized from water to yield 0.90 g (93%) 2-amino-1-(3-methyl-benzo[b]thiophen-2-yl)-ethanone hydrochloride as off-white solid; MS (El): m/e=205 (M+, 40%), 175 (M-CH2NH2, 100%), 147 (M-COCH2NH2, 20%).

Aufarbeitung

  1. filtrationwas filtered
  2. distillationThe solvents were distilled off
  3. customthe residue recrystallized from water

Quellen und Nachweise

ORD-Eintrag
ord-b133dc8666bd4fdb88c069a0a2a80a51
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07122545B2

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