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

HRID 1952843노트

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HRID 1952843 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 110517165-(Aminomethyl)thiophene-3-carbonitrile수율 106.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
15 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e51373be831a4b7cb49226545a6b0a86
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06114358

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