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四氧化硫 → 新喹唑啉(间二氮杂苯)代谢物B标准品

HRID 1663295
笔记
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反应方程式

HRID 1663295 反应方程式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[N:8][N:9]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:19]([F:28])([C:24]([F:27])([F:26])[F:25])[C:20]([F:23])([F:22])[F:21])[CH:16]=3)[NH:11][C:10]2=[O:29])[CH:2]=1.S(=O)(=O)(O)O>[C].[Pd].[I-].[K+].CN(C)C=O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][N:9]2[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:19]([F:28])([C:24]([F:25])([F:26])[F:27])[C:20]([F:21])([F:23])[F:22])[CH:16]=3)[NH:11][C:10]2=[O:29])[CH:2]=1
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

6

反应物 2

HCID 1118四氧化硫HCID 730165883,4-dihydro-3-(3-pyridylmethylideneamino)-6-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-2(1H)-quinazolinone

产物 1

HCID 23110910新喹唑啉(间二氮杂苯)代谢物B标准品收率 95%

试剂、催化剂与溶剂 3

HCID 4875碘化钾催化剂HCID 178418390HCID 178418390,化合物催化剂
HCID 6228
N,N-二甲基甲酰胺
溶剂

反应条件

温度
45 °C

实验过程

In a 200-ml autoclave were placed 8.40 g (20 mmol) of 3,4-dihydro-3-(3-pyridylmethylideneamino)-6-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-2(1H)-quinazolinone, 0.21 g (0.05 mmol) of 5% palladium-carbon (containing 50% water), 1.68 mg (0.01 mmol) of potassium iodide, 0.4 g (98%, 4 mmol) of concentrated sulfuric acid and 50 ml of dimethylformamide. They were heated to 45° C. with stirring and the reaction was carried out at a hydrogen pressure of 2 kg/cm2 until the hydrogen absorption rate decreased. After the reaction mixture was cooled to room temperature, the catalyst was removed by filtration. The filtrate was poured into 100 ml of water and the crystals precipitated were collected by filtration. The crystals were recrystallized from toluene to obtain 8.02 g of the desired compound.

后处理

  1. customthe reaction was carried out at a hydrogen pressure of 2 kg/cm2 until the hydrogen absorption rate
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. customthe catalyst was removed by filtration
  4. additionThe filtrate was poured into 100 ml of water
  5. customthe crystals precipitated
  6. filtrationwere collected by filtration
  7. customThe crystals were recrystallized from toluene

来源与证据

ORD记录
ord-f2aa66f9773647bda0d56847f9db023a
来源数据集
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08034931B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记