1,3-Dibromo-5,5-dimethylhydantoin → 1-(2,2-Dimethyl-4-bromo-1,2-dihydronaphthalin-1-yl)-5-imidazolecarboxylic acid methyl ester

HRID 5774

反応式

HRID 5774 の反応式
[CH3:1][O:2][C:3]([C:5]1[N:9]([CH:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][CH2:12][C:11]2([CH3:21])[CH3:20])[CH:8]=[N:7][CH:6]=1)=[O:4].[Br:22]N1C(C)(C)C(=O)N(Br)C1=O>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[N:9]([CH:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([Br:22])=[CH:12][C:11]2([CH3:21])[CH3:20])[CH:8]=[N:7][CH:6]=1)=[O:4]

参加物

4

反応物 2

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 200684021-(2,2-Dimethyltetralin-1-yl)-5-imidazolecarboxylic acid methyl ester

生成物 1

HCID 678619981-(2,2-Dimethyl-4-bromo-1,2-dihydronaphthalin-1-yl)-5-imidazolecarboxylic acid methyl ester収率 51.9%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A solution of 8.5 g of 1-(2,2-dimethyltetralin-1-yl)-5-imidazolecarboxylic acid methyl ester in 100 ml of carbon tetrachloride is treated with 8.6 g of 1,3-dibromo-5,5-dimethylhydantoin and heated to reflux for 1 hour, while the reaction vessel is exposed to a 100W-irradiation lamp. The mixture is cooled to room temperature and concentrated to dryness. Chromatography of the residue at a silica gel column with methylene chloride affords 5.6 g of 1-(2,2-dimethyl-4-bromo-1,2-dihydronaphthalin-1-yl)-5-imidazolecarboxylic acid methyl ester in form of colourless crystals; mp. 101°-103° C.

後処理

  1. temperatureheated
  2. temperatureto reflux for 1 hour, while the reaction vessel
  3. customis exposed to a 100W-irradiation lamp
  4. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-d340505be6cf4a148cb1322f1bc7b740
出典データセット
uspto-grants-1993_09
特許番号
US05246915

関連ノート

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