N-bromobutanimide → 5-[4-(Bromomethyl)phenyl]-2-ethyl-1,2,3,4-tetraazole

HRID 1594352ノート

反応式

HRID 1594352 の反応式
[CH2:1]([N:3]1[N:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[N:4]1)[CH3:2].[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:15][CH2:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[N:6]=[N:7][N:3]([CH2:1][CH3:2])[N:4]=2)=[CH:9][CH:10]=1

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 207099322-Ethyl-5-(4-methylphenyl)-1,2,3,4-tetraazole

生成物 1

HCID 686826535-[4-(Bromomethyl)phenyl]-2-ethyl-1,2,3,4-tetraazole収率 103.7%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

A solution of 18.8 grams (0.100 mole) of 2-ethyl-5-(4-methylphenyl)-1,2,3,4-tetraazole in 156 mL of carbon tetrachloride was stirred, and 19.6 grams (0.110 mole) of N-bromosuccinimide, followed by 0.24 gram (0.001 mole) of benzoyl peroxide were added. Upon completion of addition, the reaction mixture was heated to reflux where it stirred for 90 minutes. After this time the reaction mixture was cooled and filtered. The filtrate was concentrated under reduced pressure, yielding 27.7 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.

後処理

  1. additionwere added
  2. additionUpon completion of addition
  3. temperaturethe reaction mixture was heated
  4. temperatureto reflux where it
  5. temperatureAfter this time the reaction mixture was cooled
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-f960d07d5cf444cbb971857527914930
出典データセット
uspto-grants-2007_11
特許番号
US07300946B2

反応ノート

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