苯甲酰基异硫氰酸酯 → 6-Thioureido-nicotinic acid ethyl ester

HRID 6881

反应方程式

HRID 6881 反应方程式
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[N:7][CH:6]=1)[CH3:2].C([N:21]=[C:22]=[S:23])(=O)C1C=CC=CC=1.[O-]CC.[Na+]>C1COCC1.C(O)C>[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:22]([NH2:21])=[S:23])=[N:7][CH:6]=1)[CH3:2]

参与物

6

反应物 3

HCID 68284苯甲酰基异硫氰酸酯HCID 2359276-氨基烟酸乙酯HCID 2723922乙醇钠

产物 1

HCID 220190876-Thioureido-nicotinic acid ethyl ester收率 77%

试剂、催化剂与溶剂 2

HCID 702乙醇溶剂HCID 8028四氢呋喃溶剂

反应条件

温度
40 °C

实验过程

A mixture of ethyl-6-amino-nicotinate (2.5 g, 15 mmol) and benzoyl isothiocyanate (2.45 g, 15 mmol) in THF (20 mL) was heated at 40° C. for 4 h. To this mixture at RT, was added sodium ethoxide (2.04 g, 30 mmol) in ethanol (10 mL). After stirring the resulting mixture at RT for 16 h, the volatiles were removed in vacuo. The residue was suspended in aqueous NH4Cl and the solid formed was collected by filtration, rinsed with water and dried to afford 6-thioureido-nicotinic acid ethyl ester as a white solid (2.6 g, 77% yield). LC/MS; (M+H)+=226.

后处理

  1. customthe volatiles were removed in vacuo
  2. customthe solid formed
  3. filtrationwas collected by filtration
  4. washrinsed with water
  5. customdried

来源与证据

ORD记录
ord-55368fddc085434994f442da384179d4
来源数据集
uspto-grants-2006_08
专利号
US07084160B2

关联笔记

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