Ammonium Chloride → HCID 58541950、化合物

HRID 1966732ノート

反応式

HRID 1966732 の反応式
[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6]([C:17]([CH3:20])([CH3:19])[CH3:18])[C:7]([C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]#[N:12])=[N:8][C:4]=2[CH:3]=1.[N-:23]=[N+:24]=[N-:25].[Na+].[NH4+].[Cl-]>CN(C=O)C.CCOC(C)=O.O>[Br:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6]([C:17]([CH3:18])([CH3:19])[CH3:20])[C:7]([C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11]3[N:23]=[N:24][NH:25][N:12]=3)=[N:8][C:4]=2[CH:3]=1

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 58542011HCID 58542011、化合物

生成物 1

HCID 58541950HCID 58541950、化合物収率 85%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 22728543Water ethylacetate溶媒

反応条件

温度
110 °C

実験手順

To a round bottom flask is added 2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-benzonitrile (200 mg, 0.565 mmol) in DMF (3 mL), follow by the addition of NaN3 (48 mmol, 0.738 mmol) and NH4Cl (39 mg, 0.729 mmol). The reaction mixture is stirred at 110° C. for 48 hours. The reaction mixture is diluted with EtOAc/water. The organic layer is separated, washed with water then brine, dried with Na2SO4, filtered and concentrated to afford 5-bromo-1-tert-butyl-2-[2-(2H-tetrazol-5-yl)-phenyl]-1H-benzimidazole (190 mg, 85%) as a solid product. LCMS (ESMS): m/z 397.49, 399.40 (M++1)

後処理

  1. customThe organic layer is separated
  2. washwashed with water
  3. dry with materialbrine, dried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-059443a57bfa40d4abb38bf2edfe1a4d
出典データセット
uspto-grants-2013_04
特許番号
US08420655B2

反応ノート

読み込み中…