Ethylenediamine → Brimonidine

HRID 1042009ノート

反応式

HRID 1042009 の反応式
[Br:1][C:2]1[C:11]([N:12]=[C:13]=S)=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[CH:5][CH:6]=[N:7]2.[CH2:15]([NH2:18])[CH2:16][NH2:17]>C1C=CC=CC=1>[Br:1][C:2]1[C:11]([NH:12][C:13]2[NH:17][CH2:16][CH2:15][N:18]=2)=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[CH:5][CH:6]=[N:7]2

参加物

4

反応物 2

HCID 3301EthylenediamineHCID 44602745-Bromo-6-isothiocyanatoquinoxaline2 回

生成物 1

HCID 2435Brimonidine

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

The 5-bromo-6-isothiocyanato-quinoxaline (3.5 g.) is directly dissolved in benzene (400 ml) and added dropwise to a well-stirred solution of ethylene diamine (15 g.) in benzene (50 ml). During a period of about two hours, an oil separates as a lower layer. The upper benzene layer is poured off and the oil is washed with diethyl ether and then dissolved in methanol (500 ml). The methanolic solution is refluxed until hydrogen sulfide evolution ceases. The methanolic solution is concentrated in vacuo to a volume of approximately 100 ml upon which a yellow solid precipitates. The precipitate is collected by filtration and recrystallized from methanol to afford of (5-Bromo-quinoxalin-6-yl)-(4,5-dihydro-1H-imidazol-2-yl)-amine: m.p. 250-251 C.

後処理

  1. washthe oil is washed with diethyl ether
  2. dissolutiondissolved in methanol (500 ml)
  3. temperatureThe methanolic solution is refluxed until hydrogen sulfide evolution ceases
  4. concentrationThe methanolic solution is concentrated in vacuo to a volume of approximately 100 ml upon which a yellow solid
  5. customprecipitates
  6. filtrationThe precipitate is collected by filtration
  7. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-b70347e967344cce98a0c948f6088740
出典データセット
uspto-grants-2013_10
特許番号
US08557817B2

反応ノート

読み込み中…