海萝胶 → benzyl N-[4-(azidomethyl)benzenecarboximidoyl]carbamate

HRID 856

反应方程式

HRID 856 反应方程式
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([CH2:8][N:9]=[N+:10]=[N-:11])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].C(N(CC)CC)C.Cl[C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23].Cl>C(Cl)Cl.O>[CH2:25]([O:24][C:22]([NH:3][C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]=[N+:10]=[N-:11])=[CH:12][CH:13]=1)=[NH:2])=[O:23])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

参与物

7

反应物 4

HCID 313海萝胶HCID 8471三乙胺HCID 10387氯甲酸苄酯2 次HCID 222576054-Amidino benzyl azide

产物 1

HCID 140379073benzyl N-[4-(azidomethyl)benzenecarboximidoyl]carbamate

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6344二氯甲烷溶剂

实验过程

The crystals from (ii) above were dissolved in 500 ml methylene chloride and the resulting solution was dried (K2CO3), filtered and 27 ml (194 mmol) triethyl amine was added. 25 ml Benzyl chloroformate was slowly added to the stirred solution while the reaction mixture was cooled in an ice bath. After 30 minutes an additional 2 ml benzyl chloroformate was added and stirring was continued for another 30 minutes. Subsequently, water was added and the aqueous phase was adjusted to pH 7 with 2M HCl. The organic phase was dried (MgSO4) and the solvent was removed in vacuo. 4-(benzyloxycarbonylamidino) benzyl azide was finally isolated as colorless crystals from ether/methylene chloride/hexane.

后处理

  1. dry with materialthe resulting solution was dried (K2CO3)
  2. filtrationfiltered
  3. temperaturewas cooled in an ice bath
  4. dry with materialThe organic phase was dried (MgSO4)
  5. customthe solvent was removed in vacuo

来源与证据

ORD记录
ord-8c0bae38a8294d0e9674fa88542622fe
来源数据集
uspto-grants-1998_03
专利号
US05723444

关联笔记

加载中…