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Hydrochloric Acid → HCID 54537560、化合物

HRID 2247898
ノート
印刷プレビュー

反応式

HRID 2247898 の反応式
Cl.[N:2]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2[CH:13]=[CH:12][C:11](N)=[C:10]([N+:15]([O-:17])=[O:16])[CH:9]=2)[CH:6]=[CH:5][N:4]=[CH:3]1.N([O-])=O.[Na+].[Cu][C:29]#[N:30].[C-]#N.[Na+].C([O-])([O-])=O.[Na+].[Na+].[NH4+].[OH-]>ClC(Cl)Cl.O>[N:2]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2[CH:13]=[CH:12][C:11]([C:29]#[N:30])=[C:10]([N+:15]([O-:17])=[O:16])[CH:9]=2)[CH:6]=[CH:5][N:4]=[CH:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 7

HCID 313Hydrochloric AcidHCID 8929Sodium CyanideHCID 10340Sodium CarbonateHCID 14923Ammonium HydroxideHCID 23668193Sodium NitriteHCID 53896111HCID 53896111、化合物HCID 178418546HCID 178418546、化合物

生成物 1

HCID 54537560
HCID 54537560、化合物
収率 73.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6212Chloroform溶媒2 回

実験手順

To 200 ml of cooled (0°-5° C.) HCl 5N were added 19.3 parts of intermediate 51, namely 4-[(1H-imidazol-1-yl)phenylmethyl]-2-nitrobenzenamine, while stirring. When a homogeneous solution was obtained, there was added dropwise a solution of 4.75 parts of sodium nitrite in 40 parts of water at 0°-5° C. Stirring at 0°-5° C. was continued for 1/2 hour and then the mixture was added dropwise to a cooled (0°-5° C.) solution of 5.8 parts of copper(I)cyanide, 6.42 parts of sodium cyanide and 127.1 parts of Na2CO3 (aq.) in a mixture of 700 parts of water and 298 parts of trichloromethane. The whole was left overnight to warm up to room temperature and then there were added NH4OH (aq.) and 447 parts of trichloromethane. After heating at 50° C. for 15 min. and subsequent cooling, the organic layer was separated, dried, filtered and evaporated. The residue was purified twice by column chromatography (silica gel; CHCl3 /CH3OH (NH3) 97.5:2.5; CHCl3 /CH3OH 97.5:2.5). The eluent of the desired fractions was evaporated, yielding 14.6 parts (73.2%) of 4-[(1H-imidazol-1-yl)phenylmethyl]-2-nitrobenzonitrile (interm. 52).

後処理

  1. customWhen a homogeneous solution was obtained
  2. stirringStirring at 0°-5° C.
  3. additionthe mixture was added dropwise to
  4. waitThe whole was left overnight
  5. temperatureAfter heating at 50° C. for 15 min.
  6. customsubsequent cooling, the organic layer was separated
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was purified twice by column chromatography (silica gel; CHCl3 /CH3OH (NH3) 97.5:2.5; CHCl3 /CH3OH 97.5:2.5)
  11. customThe eluent of the desired fractions was evaporated

出典と根拠

ORDレコード
ord-7dcaa6ddebbe43e097fa8eb97836531c
出典データセット
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05037829

反応ノート

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