Ethylenethiourea → N-[4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-4,5-dihydro-1H-imidazol-2-amine

HRID 404513노트

반응식

HRID 404513 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[N:10]=[C:9]([C:19]3[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=3)[N:8]=2)[CH2:3][CH2:2]1.[NH:26]1[CH2:30][CH2:29][NH:28][C:27]1=S>CN(C=O)C.[Hg](Cl)Cl>[N:4]1([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[N:10]=[C:9]([C:19]3[CH:25]=[CH:24][C:22]([NH:23][C:27]4[NH:28][CH2:29][CH2:30][N:26]=4)=[CH:21][CH:20]=3)[N:8]=2)[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

참가 물질

5

반응물 2

HCID 2723650EthylenethioureaHCID 453790874-(4,6-Dimorpholino-1,3,5-triazin-2-yl)aniline

생성물 1

HCID 67439160N-[4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-4,5-dihydro-1H-imidazol-2-amine수율 22%

시약·촉매·용매 2

HCID 24085Mercuric Chloride촉매HCID 6228Dimethylformamide용매

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온도
140 °C

실험 절차

A mixture of 4-(4,6-dimorpholino-1,3,5-triazin-2-yl)aniline (40 mg, 0.12 mmol), imidazolidine-2-thione (15 mg, 0.15 mmol) and mercury(II) chloride (40 mg, 0.15 mmol) in 2 mL of DMF was stirred at 140° C. 16 hr. Then the reaction mixture was cooled to room temperature and filtered through Celite™. The filtration was concentrated and purified by reverse phase chromatography to give N-[4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-4,5-dihydro-1H-imidazol-2-amine (9.0 mg, 22% yield). HPLC: Rt=1.74 min; MS 411 [M+H].

후처리

  1. custom16 hr
  2. temperatureThen the reaction mixture was cooled to room temperature
  3. filtrationfiltered through Celite™
  4. filtrationThe filtration
  5. concentrationwas concentrated
  6. custompurified by reverse phase chromatography

출처 및 근거

ORD 기록
ord-1ab558f1b3484cb1968be80fff4ed51f
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748421B2

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