乙酸乙酯 → N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethyl]amine

HRID 1032524

反应方程式

HRID 1032524 反应方程式
[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

参与物

6

反应物 4

HCID 8857乙酸乙酯HCID 14798二甲基对苯二胺二盐酸HCID 5003444氰基硼氢化钠HCID 54098844N,N-dimethyl-N-[2-(7-nitro-1H-indazol-4-yl)ethenyl]amine

产物 1

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

试剂、催化剂与溶剂 1

HCID 176醋酸溶剂

实验过程

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.

后处理

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

来源与证据

ORD记录
ord-42e58cecc7064844bd4c52925edbe81c
来源数据集
uspto-grants-1990_09
专利号
US04958026

关联笔记

加载中…