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HRID1852812

反应详情

EQUATION

反应方程式

HRID 1852812 的结构方程式

REACTANTS

反应物

3
结构：Cc1ccc(S(=O)(=O)O)cc1.O
HCID521998

4-Methylbenzenesulfonic acid hydrate

C7H10O4S

结构：CC(C)(C)OC(=O)Nc1cc(Cl)nc(Cl)c1N
HCID86724467

未命名化合物

2 次

结构：CC(=O)[C@H]1CC[C@H](C)CC1
HCID178468157

未命名化合物

PRODUCTS

生成物

1
结构：CC(=Nc1c(NC(=O)OC(C)(C)C)cc(Cl)nc1Cl)[C@H]1CC[C@H](C)CC1
HCID178463361

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：Cc1ccccc1
溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

p-TsOH.H2O (3.4 g, 0.018 mol) was added to a mixture of tert-butyl (3-amino-2,6-dichloropyridin-4-yl)carbamate (85 g, 0.306 mol) and 1-(trans-4-methylcyclohexyl)ethanone (64 g, 0.46 mol) in toluene (1.3 L). The mixture was heated to reflux with a Dean-Stark trap for 14 h. TLC (petroleum/ethyl acetate=5:1) showed about ⅔ of tert-butyl (3-amino-2,6-dichloropyridin-4-yl)carbamate was consumed. The solvent was removed under reduced pressure. The residue was purified by column chromatography (petroleum ether) to give crude tert-butyl (2,6-dichloro-3-((1-(trans-4-methylcyclohexyl)ethylidene)amino)pyridin-4-yl)carbamate.

WORKUP

后处理

  1. temperatureThe mixture was heated
  2. temperatureto reflux with a Dean-Stark trap for 14 h
  3. customwas consumed
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was purified by column chromatography (petroleum ether)