Hydroxyamine hydrochloride → HCID 178513239、化合物

HRID 1512740ノート

反応式

HRID 1512740 の反応式
Cl.[NH2:2][OH:3].C(=O)(O)[O-].[Na+].[OH:9][CH2:10][C:11]1[NH:12][C:13]2[C:18]([CH:19]=1)=[CH:17][C:16]([C:20]#[N:21])=[CH:15][CH:14]=2>CCO>[OH:3][NH:2][C:20]([C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([CH2:10][OH:9])=[CH:19]2)=[NH:21]

参加物

5

反応物 3

HCID 443297Hydroxyamine hydrochloride2 回HCID 516892Sodium Bicarbonate2 回HCID 135679562-(hydroxymethyl)-1H-indole-5-carbonitrile

生成物 1

HCID 178513239HCID 178513239、化合物収率 83.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

Hydroxylamine hydrochloride (243 mg) and sodium bicarbonate (586 mg) was added to a solution of 2-(hydroxymethyl)-1H-indole-5-carbonitrile (D24) (300 mg) in EtOH (20 mL), in that sequence. The reaction mixture was heated to 50° C. and stirred for 24 hours at that temperature. Another portion of hydroxylamine hydrochloride (100 mg) was added, followed by addition of sodium bicarbonate (220 mg). The resulting suspension was stirred at 50° C. for 7 hours. The inorganics was filtered off. The filtrate was concentrated to afford a pale yellow oil. Trituration of the residue provided N-hydroxy-2-(hydroxymethyl)-1H-indole-5-carboximidamide (D25) (300 mg) as a pale yellow solid. MS (ES): C10H11N3O2 requires 205; found 206.2 (M+H+).

後処理

  1. stirringThe resulting suspension was stirred at 50° C. for 7 hours
  2. filtrationThe inorganics was filtered off
  3. concentrationThe filtrate was concentrated
  4. customto afford a pale yellow oil

出典と根拠

ORDレコード
ord-5a5292c9195e4e6886e8769c03960f97
出典データセット
uspto-grants-2012_07
特許番号
US08217028B2

反応ノート

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