4-甲基苄基硫醇 → 4-Methylbenzyl {2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]anilino}methanethioate

HRID 721069笔记

反应方程式

HRID 721069 反应方程式
[Cl:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:5][C:3]=1[NH2:4].[C:24]1([CH3:30])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(N(CC)CC)C.Cl[C:39](Cl)([O:41][C:42](=O)OC(Cl)(Cl)Cl)Cl.CC1C=CC(C[SH:56])=CC=1>C(Cl)Cl>[Cl:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:5][C:3]=1[NH:4][C:39](=[S:56])[O:41][CH2:42][C:27]1[CH:28]=[CH:29][C:24]([CH3:30])=[CH:25][CH:26]=1

参与物

6

反应物 4

HCID 782524-甲基苄基硫醇HCID 94429三光气HCID 218898992-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 22504574Toluene triethylamine

产物 1

HCID 865934594-Methylbenzyl {2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]anilino}methanethioate收率 42%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (85 mg) was added to toluene/triethylamine=10/1 (9 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (140 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 4-methylbenzylmercaptan (60 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (58 mg, yield 42%).

后处理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. customto prepare a solution
  4. temperaturethe mixture was heated
  5. temperatureunder reflux for 15 min
  6. temperaturewith heating
  7. temperatureunder reflux for 2 hr
  8. customAfter the completion of the reaction
  9. distillationbefore distilled water
  10. additionwas added
  11. extractionThe mixture was subjected to separatory extraction with chloroform
  12. washby washing with a 1 N aqueous hydrochloric acid solution and saturated brine
  13. dry with materialThe washed solution was dried over sodium sulfate
  14. concentrationwas concentrated
  15. customThe residue was purified on a column

来源与证据

ORD记录
ord-351aab50769d4bcb8bfdd31c93b5d8c9
来源数据集
uspto-grants-2006_11
专利号
US07135466B2

反应笔记

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