ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Acetonitrile → HCID 21327436、化合物

HRID 614875
ノート
印刷プレビュー

反応式

HRID 614875 の反応式
[Cl:1]CC(Cl)=O.[N+]([C:9]1[CH:10]=[C:11]([CH2:15]C(N)C)[CH:12]=[CH:13][CH:14]=1)([O-])=O.C(=O)([O-])[O-].[K+].[K+].C(#[N:27])C.[N+:28]([C:31]1[CH:32]=[C:33]([CH2:37][CH:38]([NH:40][C:41](=[O:44])[CH2:42]Cl)[CH3:39])[CH:34]=[CH:35][CH:36]=1)([O-:30])=[O:29]>>[ClH:1].[N+:28]([C:31]1[CH:32]=[C:33]([CH2:37][CH:38]([NH:40][C:41](=[O:44])[CH2:42][NH:27][CH2:15][C:11]2[CH:10]=[CH:9][CH:14]=[CH:13][CH:12]=2)[CH3:39])[CH:34]=[CH:35][CH:36]=1)([O-:30])=[O:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 6342AcetonitrileHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 19783051HCID 19783051、化合物HCID 213274382-Chloro-N-[1-(3-nitrophenyl)propan-2-yl]acetamide

生成物 1

HCID 21327436HCID 21327436、化合物

実験手順

7.5 gm of chloroacetyl chloride were added dropwise to a mixture of 18 gm of 1-(3'-nitro-phenyl)-2-amino-propane, 14 gm of potassium carbonate and 150 ml of acetonitrile, whereby the temperature of the mixture rose to 45° C., and the resulting mixture was refluxed for two hours. Thereafter, the reaction mixture was allowed to cool, and then it was diluted with ice water, whereupon 1-(3'-nitro-phenyl)-2-(chloroacetyl-amino)-propane (m.p. 118°-120° C., recrystallized from ethyl acetate/petroleum ether) crystallized out. 17 gm of this compound were added to a mixture of 14 gm of benzylamine and 200 ml of acetonitrile, and the mixtute was refluxed for two hours. Thereafter, the benzylamine hydrochloride which had precipitated out was removed by suction filtration, the filtrate was acidified with ethereal hydrochloric acid, and the crystalline precipitate formed thereby was recrystallized from 1 N hydrochloric acid, yielding 11.5 gm of 1-(3'-nitro-phenyl)-2-(benzylaminoacetyl-amino)-propane hydrochloride, m.p. 167°-170° C. This hydrochloride was hdyrogenated in methanol in the presence of Raney nickel at atmospheric pressure and room temperature, yielding 1-(3'-aminophenyl)-2-(benzylaminoacetyl-amino)-propane hydrochloride which was dissolved in ethanol, and the solution was admixed with the calculated amount of ethereal hydrochloric acid, yielding the dihydrochloride of the formula ##STR26## which had a melting point of of 234°-236° C. (decomp.).

後処理

  1. customrose to 45° C.
  2. temperaturethe resulting mixture was refluxed for two hours
  3. temperatureto cool
  4. customcrystallized out
  5. addition17 gm of this compound were added to a mixture of 14 gm of benzylamine and 200 ml of acetonitrile
  6. temperaturethe mixtute was refluxed for two hours
  7. customThereafter, the benzylamine hydrochloride which had precipitated out
  8. customwas removed by suction filtration
  9. customthe crystalline precipitate formed
  10. customthereby was recrystallized from 1 N hydrochloric acid

出典と根拠

ORDレコード
ord-8924ff5f22fb4eba8309ba6f2879f25e
出典データセット
uspto-grants-1979_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04146645

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート