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

HRID 2379855노트

반응식

HRID 2379855 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cb62e29d3e6343569b701c80315b8a9a
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05364871

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