N-cyclopropylurea → HCID 86704350, 화합물

HRID 1507620

반응식

HRID 1507620 반응식
[CH:1]1([NH:4][C:5]([NH2:7])=[O:6])[CH2:3][CH2:2]1.Cl.[NH2:9][C:10](OCC)=[CH:11][C:12](OCC)=[O:13].CC[O-].[Na+]>C(O)C>[NH2:9][C:10]1[NH:7][C:5](=[O:6])[N:4]([CH:1]2[CH2:3][CH2:2]2)[C:12](=[O:13])[CH:11]=1

참가 물질

5

반응물 3

HCID 272626N-cyclopropylureaHCID 2723922Sodium ethoxideHCID 53395434Ethyl beta-amino-beta-ethoxyacrylate hydrochloride

생성물 1

HCID 86704350HCID 86704350, 화합물수율 56%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of cyclopropyl urea (10 g, 100 mmol, 1 eq) and ethyl 3-amino-3-ethoxy-acrylate HCl (19.55 g, 100 mmol, 1 eq) in Ethanol (125 ml) was heated at 75° C. for 2 hours. To this solution was added 2 equivalents of NaOEt then heated for an additional one hour. Solvent was evaporated, water (50 ml) was added then acidified via concentrated HCl to pH of 4-5. The resulting precipitate was obtained by filtration and washed with cold water to give the desired product (9.35 g, 56%) after vacuum dried overnight at 40° C.: The desired isomer was determined via 2D-NMR; 1H NMR (400 MHz, DMSO-d6) δ 10.18 (1H), 6.10 (2H), 4.44 (1H), 2.38 (1H), 0.85 (2H), 0.62 (2H); m/z (ES+) 168.17

후처리

  1. temperaturethen heated for an additional one hour
  2. customSolvent was evaporated
  3. additionwater (50 ml) was added
  4. customThe resulting precipitate was obtained by filtration
  5. washwashed with cold water

출처 및 근거

ORD 기록
ord-a26f25c2d3b0437ca122b67ffff123c9
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221821B2

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