N-cyclopropylurea → HCID 86704350、化合物

HRID 1507620

反応式

HRID 1507620 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 86704350HCID 86704350、化合物収率 56%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-a26f25c2d3b0437ca122b67ffff123c9
出典データセット
uspto-grants-2015_12
特許番号
US09221821B2

関連ノート

読み込み中…