Ammonia → HCID 15295806、化合物

HRID 865389ノート

反応式

HRID 865389 の反応式
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3N)=[CH:12][CH:11]=2)[C:7]2[CH:23]=[C:24]([C:28]3[N:32]([CH3:33])[C:31]4[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=4[N:29]=3)[CH:25]=[C:26]([CH3:27])[C:6]=2[N:5]=1)[CH2:2][CH3:3].N([O-])=O.[Na+].NC(N)=[O:44].[S:46](=[O:48])=[O:47].N>Cl.O.C(O)(=O)C.O.[Cu](Cl)Cl>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[S:46]([OH:44])(=[O:48])=[O:47])=[CH:12][CH:11]=2)[C:7]2[CH:23]=[C:24]([C:28]3[N:32]([CH3:33])[C:31]4[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=4[N:29]=3)[CH:25]=[C:26]([CH3:27])[C:6]=2[N:5]=1)[CH2:2][CH3:3]

参加物

10

反応物 5

HCID 222AmmoniaHCID 1119Sulfur DioxideHCID 1176UreaHCID 23668193Sodium NitriteHCID 54154472HCID 54154472、化合物

生成物 1

HCID 15295806HCID 15295806、化合物

試薬・触媒・溶媒 4

HCID 16219111Copper(II) chloride dihydrate触媒HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

9.0 g of 4'-[(2-n-Propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-benzimidazol-1-yl)-methyl]-2-amino-biphenyl are suspended in 170 ml of 6N hydrochloric acid and at 0°-5° C. within 1 hour 1.95 g of sodium nitrite in 30 ml of water are added dropwise. Then the mixture is stirred for a further 2 hours at 0° C. and mixed with urea. The resulting solution is added dropwise at 0°-5° C. to a mixture consisting of 40 ml of a saturated solution of sulphur dioxide in glacial acetic acid and 2.25 g of copper(II)chloride-monohydrate in 3.3 ml of water. Then the mixture is stirred for a further 2 hours at ambient temperature, made alkaline with concentrated ammonia with cooling and the product precipitated is suction filtered. The filtrate is extracted with ethyl acetate and the ethyl acetate phase is concentrated by evaporation with the precipitate. After chromatography on silica gel with dichloromethane/ethanol (19:1), 4.2 g are obtained, melting point 307°-310° C.

後処理

  1. additionThe resulting solution is added dropwise at 0°-5° C. to a mixture
  2. stirringThen the mixture is stirred for a further 2 hours at ambient temperature
  3. temperaturewith cooling
  4. customthe product precipitated
  5. filtrationfiltered
  6. extractionThe filtrate is extracted with ethyl acetate
  7. concentrationthe ethyl acetate phase is concentrated by evaporation with the precipitate
  8. customAfter chromatography on silica gel with dichloromethane/ethanol (19:1), 4.2 g are obtained

出典と根拠

ORDレコード
ord-197189d4cbe04b0896331108edb6b0f9
出典データセット
uspto-grants-1996_10
特許番号
US05565469

反応ノート

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