Hexamethylenetetramine → 5-Formylthiophene-2-Carbonitrile

HRID 846090

反応式

HRID 846090 の反応式
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]

参加物

10

反応物 4

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

生成物 1

HCID 122800045-Formylthiophene-2-Carbonitrile収率 44.8%

試薬・触媒・溶媒 5

HCID 7187Benzoyl Peroxide触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 5943Carbon Tetrachloride溶媒HCID 6212Chloroform溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f77561e20add459dad6676d9ede1dd19
出典データセット
uspto-grants-1992_08
特許番号
US05135937

関連ノート

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