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

HRID 1863453
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HRID 1863453 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 66221Triethyl orthoacetateHCID 2083842-AminoacetanilideHCID 4587522-Aminoacetanilide hydrochloride

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f89d4c4f32e4458ba2289ac3cd12cf9d
출처 데이터셋
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04169106

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