Hexamethylenetetramine → 5-Formylthiophene-2-Carbonitrile

HRID 35925

반응식

HRID 35925 반응식
Br[CH2:2][C:3]1[S:7][C:6]([C:8]#[N:9])=[CH:5][CH:4]=1.CC1SC(C#N)=CC=1.BrN1C(=[O:24])CCC1=O.C1N2CN3CN(C2)CN1C3>C(Cl)(Cl)(Cl)Cl.C(Cl)(Cl)Cl.C(O)(=O)C.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.O>[C:8]([C:6]1[S:7][C:3]([CH:2]=[O:24])=[CH:4][CH:5]=1)#[N:9]

참가 물질

10

반응물 4

HCID 4101HexamethylenetetramineHCID 67184N-bromobutanimideHCID 3127335-Methylthiophene-2-carbonitrileHCID 105600165-(Bromomethyl)thiophene-2-carbonitrile

생성물 1

HCID 122800045-Formylthiophene-2-Carbonitrile수율 44.8%

시약·촉매·용매 5

HCID 7187Benzoyl Peroxide촉매HCID 176Acetic Acid용매HCID 962Water용매HCID 5943Carbon Tetrachloride용매HCID 6212Chloroform용매

실험 절차

8 g of 5-bromomethylthiophene-2-carbonitrile (prepared by brominating 5.7 g of 5-methylthiophene-2-carbonitrile and 8.42 g of N-bromosuccinimide in 68 ml of carbon tetrachloride under exposure to light and with the addition of 185 mg of benzoyl peroxide) is refluxed for 30 minutes in 35 ml of chloroform with 5.6 g of hexamethylenetetramine. The precipitated salt is suctioned off and refluxed in 30 ml of acetic acid and 30 ml of water for 2 hours. After extraction with ether, washing of the ether phase with water, drying, and evaporation, 2.43 g of 5-cyanothiophene-2-aldehyde is obtained.

후처리

  1. extractionAfter extraction with ether
  2. washwashing of the ether phase with water
  3. customdrying
  4. customevaporation

출처 및 근거

ORD 기록
ord-1f3ba0281163402181652b3d126f3b54
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411982

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