Triethylamine → 4-[6-(1-Amino-3,4-dioxo-1-cyclobuten-2-yl)aminomethylpyridin-2-yl]-2-(diaminomethyleneamino)thiazole hydrochloride

HRID 1491862ノート

反応式

HRID 1491862 の反応式
[ClH:1].Cl.Cl.[NH2:4][CH2:5][C:6]1[N:11]=[C:10]([C:12]2[N:13]=[C:14]([N:17]=[C:18]([NH2:20])[NH2:19])[S:15][CH:16]=2)[CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.[NH2:28][C:29]1[C:32](=[O:33])[C:31](=[O:34])[C:30]=1OCC>CO>[ClH:1].[NH2:28][C:29]1[C:32](=[O:33])[C:31](=[O:34])[C:30]=1[NH:4][CH2:5][C:6]1[N:11]=[C:10]([C:12]2[N:13]=[C:14]([N:17]=[C:18]([NH2:20])[NH2:19])[S:15][CH:16]=2)[CH:9]=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 151463363-Amino-4-ethoxycyclobut-3-ene-1,2-dioneHCID 189538374-(6-Aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride

生成物 1

HCID 189538944-[6-(1-Amino-3,4-dioxo-1-cyclobuten-2-yl)aminomethylpyridin-2-yl]-2-(diaminomethyleneamino)thiazole hydrochloride収率 73.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 4-(6-aminomethylpyridin-2-yl)-2-(diaminomethyleneamino)thiazole trihydrochloride (1.5 g), triethylamine (1.8 ml) and 1-amino-2-ethoxy-1-cyclobutene-3,4-dione (0.65 g) in methanol (30 ml) was heated under reflux for 7 hours. The solvent was removed by concentration in vacuo. To the residue was added a mixture of water and ethyl acetate, and the mixture was adjusted to pH 1.0 with 6N-hydrochloric acid. The isolated precipitate was collected by filtration and dried. The precipitate was recrystallized from an aqueous N,N-dimethylformamide to give 4-[6-(1-amino-3,4-dioxo-1-cyclobuten-2-yl)aminomethylpyridin-2-yl]-2-(diaminomethyleneamino)thiazole hydrochloride (1.17 g).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. customThe solvent was removed by concentration in vacuo
  4. additionTo the residue was added
  5. additiona mixture of water and ethyl acetate
  6. filtrationThe isolated precipitate was collected by filtration
  7. customdried
  8. customThe precipitate was recrystallized from an aqueous N,N-dimethylformamide

出典と根拠

ORDレコード
ord-f6824f9f12ef4d0db0995a9b7652a932
出典データセット
uspto-grants-1994_12
特許番号
US05371097

反応ノート

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