Ethanol → 5-azido-1,2,7-trimethyl-1H-benzimidazole

HRID 1846438ノート

反応式

HRID 1846438 の反応式
Br[C:2]1[CH:12]=[C:11]([CH3:13])[C:5]2[N:6]([CH3:10])[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1.[N-:14]=[N+:15]=[N-:16].[Na+].[Na].O=C1O[C@H]([C@H](CO)O)C(O)=C1O.C(O)C>[Cu]I.O>[N:14]([C:2]1[CH:12]=[C:11]([CH3:13])[C:5]2[N:6]([CH3:10])[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1)=[N+:15]=[N-:16]

参加物

7

反応物 4

HCID 702EthanolHCID 33557Sodium AzideHCID 66586226sodium L-ascorbic acidHCID 669781805-bromo-1,2,7-trimethyl-1H-benzimidazole

生成物 1

HCID 866638995-azido-1,2,7-trimethyl-1H-benzimidazole

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

0.59 g (2.50 mmol) 5-bromo-1,2,7-trimethyl-1H-benzimidazole, 0.32 g (4.9 mmol) sodium azide, 75 mg (0.50 mmol) trans-(1R,2R)—N,N′-bismethyl-1,2-cyclohexane-diamine, 50 mg (0.30 mmol) copper(I) iodide and 50 mg (0.30 mmol) L-ascorbic acid sodium salt were added to 2.0 ml of a mixture of ethanol and water (EtOH/water=7/3) and the mixture was stirred for 1 h at 100° C. Then the EtOH was distilled off and the residue was mixed with water. The precipitate formed was suction filtered, washed with water and diethyl ether and dried.

後処理

  1. distillationThen the EtOH was distilled off
  2. additionthe residue was mixed with water
  3. customThe precipitate formed
  4. filtrationfiltered
  5. washwashed with water and diethyl ether
  6. customdried

出典と根拠

ORDレコード
ord-68f560f4790a4abab2c43fd861bc7808
出典データセット
uspto-grants-2015_02
特許番号
US08952014B2

反応ノート

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