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Ammonia → 5-iodo-2-pyrrolidin-1-yl-1H-benzimidazole

HRID 2112825
ノート
印刷プレビュー

反応式

HRID 2112825 の反応式
Br[C:2]1[CH:15]=[CH:14][C:5]2[NH:6][C:7]([N:9]3[CH2:13][CH2:12][CH2:11][CH2:10]3)=[N:8][C:4]=2[CH:3]=1.[Na+].[I-:17].NCCN.N>O.[Cu]I.O1CCOCC1>[I:17][C:2]1[CH:15]=[CH:14][C:5]2[NH:6][C:7]([N:9]3[CH2:13][CH2:12][CH2:11][CH2:10]3)=[N:8][C:4]=2[CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 222AmmoniaHCID 3301EthylenediamineHCID 5238Sodium IodideHCID 178419330HCID 178419330、化合物

生成物 1

HCID 1785065395-iodo-2-pyrrolidin-1-yl-1H-benzimidazole

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒
HCID 962
Water
溶媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

0.48 g (1.8 mmol) of 5-bromo-2-pyrrolidin-1-yl-1H-benzimidazole and 34 mg (0.18 mmol) of CuI are placed in a round flask. The reaction vessel is flushed with argon. Then 0.54 g (3.6 mmol) of NaI, 32 mg (0.36 mmol) of dimethylenediamine, and 3 mL of 1,4-dioxane are added under argon. The reaction mixture is stirred for 14 hours at 110° C. Subsequently, the cooled reaction mixture is combined with concentrated ammonia solution, diluted with water, and the precipitate formed is filtered off. The solid is stirred with methanol and again filtered. Yield: 0.3 g (53% of theoretical); C11H12IN3 (M=313.13); calc.: molpeak (M+H)+: 314; found: molpeak (M)+: 314.

後処理

  1. customThe reaction vessel is flushed with argon
  2. customSubsequently, the cooled reaction mixture
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. stirringThe solid is stirred with methanol
  6. filtrationagain filtered

出典と根拠

ORDレコード
ord-03671c1e21084e4ab6761c9ecacc257f
出典データセット
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07524862B2

反応ノート

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