Urea → 1-(2,2-Diphenyl-ethyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid amide

HRID 1071990ノート

反応式

HRID 1071990 の反応式
[C:1]1([CH:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:8][CH:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH3:22])=[C:16]([O:19][CH3:20])[CH:17]=3)[CH2:12][CH2:11][NH:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:29][C:30](N)=[O:31]>>[C:30]([N:10]1[CH2:11][CH2:12][C:13]2[C:18](=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=2)[CH:9]1[CH2:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:31])[NH2:29]

参加物

3

反応物 2

HCID 1176Urea2 回HCID 223910171-(2,2-Diphenyleth-1-yl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

生成物 1

HCID 112470501-(2,2-Diphenyl-ethyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid amide

実験手順

A solution of 1-(2,2-diphenyleth-1-yl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1.0598 g, 2.838 mmoles) and urea (1.704 g, 10 equiv.) was heated at reflux. After 3 hours, TLC indicated less than 15% conversion. More urea (15.5 g, 90 equiv.) was added. Reflux continued for 24 hours. The solvent was then evaporated and the residue dissolved in water (80 mL). A white solid formed. After 1 hour, the solid was collected by filtration, washed with water, and dried in vacuo overnight (1.0554 g, 89%). 1H-NMR (CDCl3) δ 2.49 (m, 1H), 2.69 (m, 2H), 2.90 (m, 1H), 3.37 (m, 1H), 3.82 (s, 3H), 3.86 (s, 3H), 3.89 (m, 2H), 4.05 (t, 1H), 4.38 (m, 1H), 6.41 (s, 1H), 6.60 (s, 1H), 7.29 (m, 10H). Mass spec. 417.3 (MH)+. Anal. Calc. for C26H28N2O3: C-74.98, H-6.78, N-6.73. Found: C-74.72, H-6.74, N-6.45.

後処理

  1. temperatureat reflux
  2. temperatureReflux
  3. waitcontinued for 24 hours
  4. customThe solvent was then evaporated
  5. dissolutionthe residue dissolved in water (80 mL)
  6. customA white solid formed
  7. waitAfter 1 hour
  8. filtrationthe solid was collected by filtration
  9. washwashed with water
  10. customdried in vacuo overnight (1.0554 g, 89%)

出典と根拠

ORDレコード
ord-8ed5401d42754f188ce6e0017c1c2b7d
出典データセット
uspto-grants-2005_06
特許番号
US06908931B2

反応ノート

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