Ethyl Acetate → N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine

HRID 1032524

反応式

HRID 1032524 の反応式
[CH3:1][N:2]([CH3:17])[CH:3]=[CH:4][C:5]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2.C([BH3-])#N.[Na+].C(OCC)(=O)C.[OH-].[Na+]>C(O)(=O)C>[CH3:17][N:2]([CH3:1])[CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 54098844N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethenyl]amine

生成物 1

HCID 13629307N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine収率 84.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

16.2 g of N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethenyl]amine is dissolved in 200 ml of acetic acid and combined under ice cooling in incremental portions with 6.3 g of sodium cyanoborohydride within 30 minutes. After another 30 minutes, the mixture is combined with ice and ethyl acetate, adjusted to 8-9 with concentrated sodium hydroxide solution, and extracted with ethyl acetate. The solution is dried, concentrated, and the residue recrystallized from ethyl acetate/diisopropyl ether, thus obtaining 13.8 g of N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine, mp 145°-146° C.

後処理

  1. extractionextracted with ethyl acetate
  2. customThe solution is dried
  3. concentrationconcentrated
  4. customthe residue recrystallized from ethyl acetate/diisopropyl ether

出典と根拠

ORDレコード
ord-42e58cecc7064844bd4c52925edbe81c
出典データセット
uspto-grants-1990_09
特許番号
US04958026

関連ノート

読み込み中…