4-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile → 4-[[4-[(2,6-Dichlorophenyl)methyl]-6-(hydroxyamino)-1,3,5-triazin-2-yl]amino]benzonitrile monohydrochloride monohydrate

HRID 270630

반응식

HRID 270630 반응식
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:16])[N:5]=[C:4]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:3]=1.C[Si](C)(C)[O:28][NH2:29]>O1CCOCC1>[OH2:28].[ClH:1].[Cl:16][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]([Cl:15])[C:9]=1[CH2:8][C:6]1[N:7]=[C:2]([NH:29][OH:28])[N:3]=[C:4]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:5]=1

참가 물질

4

반응물 2

HCID 4864234-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrileHCID 2734666O-(Trimethylsilyl)hydroxylamine

생성물 1

HCID 222816854-[[4-[(2,6-Dichlorophenyl)methyl]-6-(hydroxyamino)-1,3,5-triazin-2-yl]amino]benzonitrile monohydrochloride monohydrate수율 59.8%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Intermediate (27) (0.0128 mol), 1,4-dioxane (50 ml), and O-(trimethylsilyl)hydroxyl-amine, (0.134 mol) were combined under argon. The reaction mixture was stirred at RT for 20 hours. The reaction mixture was concentrated and DCM (50 ml), NaOH (1 N; 50 ml), and HCl (1N; 100 ml) were added. The solution was stirred for one hour. The precipitate was filtered off and recrystallized from methanol. The precipitate was filtered off and dried, yielding 2.96 g (59.8%) of 4-[[4-[(2,6-dichlorophenyl)methyl]-6-(hydroxyamino)-1,3,5-triazin-2-yl]amino]benzonitrile monohydrochloride monohydrate (compound 21).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionDCM (50 ml), NaOH (1 N; 50 ml), and HCl (1N; 100 ml) were added
  3. stirringThe solution was stirred for one hour
  4. filtrationThe precipitate was filtered off
  5. customrecrystallized from methanol
  6. filtrationThe precipitate was filtered off
  7. customdried

출처 및 근거

ORD 기록
ord-b22032755bc345b19d2f93b4b5e41810
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449575B2

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