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Triethyl orthoacetate → N,N'-bis[phenylcarbamylmethyl]acetamidine hydrochloride

HRID 1863453
ノート
印刷プレビュー

反応式

HRID 1863453 の反応式
[ClH:1].[NH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5].[NH2:13][CH2:14][C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16].[C:24](OCC)(OCC)(OCC)[CH3:25]>CO>[ClH:1].[C:7]1([NH:6][C:4]([CH2:3][NH:2][C:24](=[N:13][CH2:14][C:15](=[O:16])[NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:25])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 66221Triethyl orthoacetateHCID 2083842-AminoacetanilideHCID 4587522-Aminoacetanilide hydrochloride

生成物 1

HCID 20391596N,N'-bis[phenylcarbamylmethyl]acetamidine hydrochloride収率 20.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

0.82 Grams (4.13 millimoles) of 2-aminoacetanilide hydrochloride, 0.77 g (4.13 millimoles) of 2-aminoacetanilide (free base) were dissolved in 1.4 milliliters of hot methanol. To this solution was added 0.76 milliliters (0.67 g, 4.13 millimoles) of triethyl orthoacetate. The mixture was heated gently for five minutes. The reaction mixture was cooled and the reaction product precipitated by addition of diethyl ether. The supernatant liquid was decanted, and the precipitate was triturated with ether and collected on a filter. The product was recrystallized from ethanol, and dried to yield about 300 milligrams of N,N'-bis[phenylcarbamylmethyl]acetamidine hydrochloride.

後処理

  1. temperatureThe mixture was heated gently for five minutes
  2. temperatureThe reaction mixture was cooled
  3. customthe reaction product precipitated by addition of diethyl ether
  4. customThe supernatant liquid was decanted
  5. customthe precipitate was triturated with ether
  6. customcollected on a filter
  7. customThe product was recrystallized from ethanol
  8. customdried

出典と根拠

ORDレコード
ord-f89d4c4f32e4458ba2289ac3cd12cf9d
出典データセット
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04169106

反応ノート

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