Sodium Carbonate → 5-(Aminomethyl)thiophene-3-carbonitrile

HRID 1952843ノート

反応式

HRID 1952843 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:8]=[N:9]O)[S:6][CH:7]=1)#[N:2].C(C1C=C(C=O)SC=1)#N.C(=O)([O-])[O-].[Na+].[Na+].Cl.NO>CO.O>[NH2:9][CH2:8][C:5]1[S:6][CH:7]=[C:3]([C:1]#[N:2])[CH:4]=1

参加物

7

反応物 4

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 122800095-Formylthiophene-3-carbonitrileHCID 738516325-[(Hydroxyimino)methyl]-3-thiophenecarbonitrile

生成物 1

HCID 110517165-(Aminomethyl)thiophene-3-carbonitrile収率 106.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
15 °C

実験手順

4-Cyanothiophene-2-carbaldehyde oxime 11.6 g (84.6 mmol) of 4-cyanothiophene-2-carbaldehyde were dissolved in 140 ml of methanol, and 12.3 g (116.1 mmol) of sodium carbonate were added. Then 6.5 [lacuna] (93.5 mmol) of hydroxylamine hydrochloride were added in portions while cooling at 15° C., and the mixture was stirred at 10° C. for 2 h. After addition of 80 ml of water, the reaction mixture was extracted five times with 50 ml of diethyl ether each time, the organic phase was dried over sodium sulfate, and the solvent was removed under reduced pressure to result in 12.5 g of the required product as yellow crystalline powder (96% of theory).

後処理

  1. extractionthe reaction mixture was extracted five times with 50 ml of diethyl ether each time
  2. dry with materialthe organic phase was dried over sodium sulfate
  3. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-e51373be831a4b7cb49226545a6b0a86
出典データセット
uspto-grants-2000_09
特許番号
US06114358

反応ノート

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