3,5-Dimethylaniline → 1-(3,5-dimethylphenyl)-3-(3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propyl)urea

HRID 62073

反応式

HRID 62073 の反応式
[F:1][C:2]([F:26])([F:25])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[N:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][NH2:24])=[CH:17][CH:16]=3)=[N:11]2)=[CH:6][CH:5]=1.[C:27](=[O:30])(O)[O-].[Na+].ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl.[N-]=C=O.[CH3:47][C:48]1[CH:49]=[C:50]([CH:52]=[C:53]([CH3:55])[CH:54]=1)[NH2:51].C(=O)([O-])[O-].[Cs+].[Cs+]>ClCCl>[CH3:47][C:48]1[CH:49]=[C:50]([NH:51][C:27]([NH:24][CH2:23][CH2:22][CH2:21][C:18]2[CH:19]=[CH:20][C:15]([C:12]3[N:13]=[CH:14][N:10]([C:7]4[CH:6]=[CH:5][C:4]([O:3][C:2]([F:1])([F:25])[F:26])=[CH:9][CH:8]=4)[N:11]=3)=[CH:16][CH:17]=2)=[O:30])[CH:52]=[C:53]([CH3:55])[CH:54]=1

参加物

8

反応物 6

HCID 79493,5-DimethylanilineHCID 10796Cesium carbonateHCID 94429TriphosgeneHCID 105034IsocyanateHCID 516892Sodium BicarbonateHCID 904042683-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-1-amine

生成物 1

HCID 1186750541-(3,5-dimethylphenyl)-3-(3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propyl)urea

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To 3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-1-amine (1 equiv) and sodium bicarbonate (5 equiv) in an appropriate reaction vessel may be added a solvent such as dichloromethane (at a concentration between about 0.01 M to about 1 M). The reaction may be placed in an ice bath and triphosgene (0.4 equiv) can be added in one portion. The reaction may be monitored by LC/MS to observe formation of the isocyanate, upon which the reaction may be diluted with dichloromethane, filtered through a phase separator, and concentrated. The residue may be suspended in a solvent such as acetonitrile (0.1 M to about 1 M), followed by addition of 3,5-dimethylaniline (1.0-1.5 equiv) and cesium carbonate (1.0-1.5 equiv). Following completion of the reaction, the product may be obtained using standard organic chemistry techniques of workup and purification.

後処理

  1. concentrationat a concentration between about 0.01 M to about 1 M)
  2. customThe reaction
  3. custommay be placed in an ice bath
  4. customThe reaction
  5. customupon which the reaction
  6. filtrationfiltered through a phase separator
  7. concentrationconcentrated
  8. customcompletion of the reaction
  9. customthe product may be obtained
  10. customorganic chemistry techniques of workup and purification

出典と根拠

ORDレコード
ord-9350c550cd144124824bfd8f59bdfe70
出典データセット
uspto-grants-2016_09
特許番号
US09445594B2

関連ノート

読み込み中…