Acetic Acid → N2-Mesityl-1-methyl-N7,N7-dipropyl-1H-benzimidazole-2,7-diamine

HRID 2235534노트

반응식

HRID 2235534 반응식
[C:1]1([CH3:21])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[NH:9][C:10]1[N:14]([CH3:15])[C:13]2[C:16]([NH2:20])=[CH:17][CH:18]=[CH:19][C:12]=2[N:11]=1.[CH:22](=O)[CH2:23][CH3:24].[BH3-][C:27]#N.[Na+].[C:30](O)(=O)[CH3:31]>CO.C(OCC)(=O)C>[C:1]1([CH3:21])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[NH:9][C:10]1[N:14]([CH3:15])[C:13]2[C:16]([N:20]([CH2:27][CH2:30][CH3:31])[CH2:22][CH2:23][CH3:24])=[CH:17][CH:18]=[CH:19][C:12]=2[N:11]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 527PropanalHCID 5003444Sodium cyanoborohydrideHCID 86049130N2-Mesityl-1-methyl-1H-benzimidazole-2,7-diamine

생성물 1

HCID 11210737N2-Mesityl-1-methyl-N7,N7-dipropyl-1H-benzimidazole-2,7-diamine수율 70%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution containing 0.05 g (0.18 mmol) of N2-mesityl-1-methyl-1H-benzimidazole-2,7-diamine in methanol (5 ml) was added 0.03 ml (0.54 mmol) of propionaldehyde, 0.03 g (0.54 mmol) of NaBH3CN and 0.1 ml of acetic acid. The mixture was stirred overnight then diluted with ethyl acetate and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via Biotage chromatography eluting with 5% methanol/dichloromethane gave 0.04 g (70%) of product.

후처리

  1. washwashed with water
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationFiltration, removal of solvent and purification of the residue via Biotage chromatography
  4. washeluting with 5% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-42bcf7ca17e5409bb08b00eaea192bcf
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714009B2

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