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

HRID 2235534ノート

反応式

HRID 2235534 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-42bcf7ca17e5409bb08b00eaea192bcf
出典データセット
uspto-grants-2010_05
特許番号
US07714009B2

反応ノート

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