Propylamine → 5-Amino-1-propyl-1H-imidazole-4-carboxamide

HRID 3644

반응식

HRID 3644 반응식
[NH2:1][CH:2]([C:6]#[N:7])[C:3]([NH2:5])=[O:4].[CH3:8]OC(OC)OC.[CH2:15]([NH2:18])[CH2:16][CH3:17]>C(#N)C>[NH2:7][C:6]1[N:18]([CH2:15][CH2:16][CH3:17])[CH:8]=[N:1][C:2]=1[C:3]([NH2:5])=[O:4]

참가 물질

5

반응물 3

HCID 7852PropylamineHCID 9005Trimethyl orthoformateHCID 983412-Amino-2-cyanoacetamide

생성물 1

HCID 123391055-Amino-1-propyl-1H-imidazole-4-carboxamide수율 61.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-amino-2-cyanoacetamide (2.8 g, 0.0282 mol), trimethylorthoformate (3.4 g, 0.0321 mol) and acetonitrile (55 ml) was heated under reflux for 0.75 hour, then allowed to cool. n-Propylamine (1.8 g, 0.0305 mol) was then added dropwise, and the resulting mixture stirred at ambient temperature for 36 hours. The solid which precipitated was collected by filtration and crystallised from methanol to give the title compound as a colourless solid (2.9 g, 61%), m.p. 241°-243° C. Found: C,49.67; H,7.15; N,33.64. C7 H12N4O requires C,49.98; H,7.19; N,33.31%.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 0.75 hour
  3. temperatureto cool
  4. customThe solid which precipitated
  5. filtrationwas collected by filtration
  6. customcrystallised from methanol

출처 및 근거

ORD 기록
ord-12e40ee7e23541c4b9a7cdf8dcd80cd1
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05734053

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