Histamine → HCID 178420852、化合物

HRID 726241

反応式

HRID 726241 の反応式
[CH:1]1[N:5]=[CH:4][NH:3][C:2]=1[CH2:6][CH2:7][NH2:8].Br[C:10]1[S:11][CH:12]=[CH:13][N:14]=1.C(O)(=O)C(O)=O.CCOCC>CC(O)C.C(O)C>[NH:5]1[CH:1]=[C:2]([CH2:6][CH2:7][NH:8][C:10]2[S:11][CH:12]=[CH:13][N:14]=2)[N:3]=[CH:4]1

参加物

7

反応物 4

HCID 774HistamineHCID 971Oxalic AcidHCID 3283Diethyl EtherHCID 764302-Bromothiazole

生成物 1

HCID 178420852HCID 178420852、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 3776Isopropanol溶媒

実験手順

1.1 g (10 mmol) of histamine base and 1.6 g (10 mmol) of 2-bromothiazole are brought to reflux in 15 ml of 2-propanol for 96 h. The reaction mixture is concentrated under reduced pressure until an oily residue is obtained which is chromatographed on a column of silica gel with a mixture of chloroform and methanol (1, 5 and 20%) as eluent to provide an oil. The latter is taken up in absolute ethanol and is treated with oxalic acid (2 molar equivalents). Addition of ether gives the title compound in the dioxalate form which, after having been crystallized from 2-propanol, melts at 198°-199° C.

後処理

  1. concentrationThe reaction mixture is concentrated under reduced pressure until an oily residue
  2. customis obtained which
  3. customis chromatographed on a column of silica gel with a mixture of chloroform and methanol (1, 5 and 20%) as eluent
  4. customto provide an oil

出典と根拠

ORDレコード
ord-738ccf9741894fceb21b27e96f8d0f69
出典データセット
uspto-grants-1998_01
特許番号
US05708171

関連ノート

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