6-Bromomethyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,3]oxazin-8-one | 138639-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 6-Bromomethyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,3]oxazin-8-one
• 英文别名: 6-(Bromomethyl)-[1,3]dioxolo[4,5-g][3,1]benzoxazin-8-one
• CAS: 138639-64-2
• 化学式: C₁₀H₆BrNO₄
• 分子量: 284.066
• InChiKey: RWZFUOABCBXLPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-Bromomethyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,3]oxazin-8-one 在 溶剂黄146 作用下， 以 苯 为溶剂， 生成 7-Amino-6-bromomethyl-7H-[1,3]dioxolo[4,5-g]quinazolin-8-one
  参考文献：
  名称：

  The synthesis of some 3-amino-2-halomethyl-, 2-halomethyl-3-(subst.amino)- and 2-halomethyl-3-hetarylquinazolin-4(3)-ones as potential plant protecting agents

  摘要：

  A series of N(2)-(2-halomethyl-4-oxo-3,4-dihydroquin-azolin-3-yl) carbazates 4 and 5 and 2-halomethyl-3-hetarylquinazolin--4-(3H)-ones 8 and 9 were obtained by reacting 2-halomethyl-4H-3,1-benzoaxin-4-ones (12) with alkyl carbazates and hetarylamines, respectively. Some of the carbazates 4 and 5 were obtained alternatively, by treatment of N-(2)-(2-aminobenzoyl)carbazate 15 with haloacetyl halides. The t-butyl carbazates 5 were converted into 3-amino-2-halomethylquin-azolin-4(3H)-ones (6), some of which were further converted into 3-(2,5-dimethylpyrrol-1-yl)-2-halomethylquinazolin-4(3H)-ones (7). 3-Amino-2-bromomethylquinazolin-4(3H)-one (6b) was also obtained by brominating its 2-methyl analogue 1 with cyanogen bromide.

  DOI：

  10.1016/s0040-4020(01)80886-3
• 作为产物：
  描述：

  6-氨基-1,3-苯并二氧代-5-羧酸 在 乙酸酐 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 6-Bromomethyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-d][1,3]oxazin-8-one
  参考文献：
  名称：

  The synthesis of some 3-amino-2-halomethyl-, 2-halomethyl-3-(subst.amino)- and 2-halomethyl-3-hetarylquinazolin-4(3)-ones as potential plant protecting agents

  摘要：

  A series of N(2)-(2-halomethyl-4-oxo-3,4-dihydroquin-azolin-3-yl) carbazates 4 and 5 and 2-halomethyl-3-hetarylquinazolin--4-(3H)-ones 8 and 9 were obtained by reacting 2-halomethyl-4H-3,1-benzoaxin-4-ones (12) with alkyl carbazates and hetarylamines, respectively. Some of the carbazates 4 and 5 were obtained alternatively, by treatment of N-(2)-(2-aminobenzoyl)carbazate 15 with haloacetyl halides. The t-butyl carbazates 5 were converted into 3-amino-2-halomethylquin-azolin-4(3H)-ones (6), some of which were further converted into 3-(2,5-dimethylpyrrol-1-yl)-2-halomethylquinazolin-4(3H)-ones (7). 3-Amino-2-bromomethylquinazolin-4(3H)-one (6b) was also obtained by brominating its 2-methyl analogue 1 with cyanogen bromide.

  DOI：

  10.1016/s0040-4020(01)80886-3

文献信息

• US7276601B2
  申请人：——

  公开号：US7276601B2

  公开（公告）日：2007-10-02
• The synthesis of some 3-amino-2-halomethyl-, 2-halomethyl-3-(subst.amino)- and 2-halomethyl-3-hetarylquinazolin-4(3)-ones as potential plant protecting agents
  作者：Józset Fetter、Tibor Czuppon、Gyula Hornyák、Antal Feller

  DOI：10.1016/s0040-4020(01)80886-3

  日期：1991.11

  A series of N(2)-(2-halomethyl-4-oxo-3,4-dihydroquin-azolin-3-yl) carbazates 4 and 5 and 2-halomethyl-3-hetarylquinazolin--4-(3H)-ones 8 and 9 were obtained by reacting 2-halomethyl-4H-3,1-benzoaxin-4-ones (12) with alkyl carbazates and hetarylamines, respectively. Some of the carbazates 4 and 5 were obtained alternatively, by treatment of N-(2)-(2-aminobenzoyl)carbazate 15 with haloacetyl halides. The t-butyl carbazates 5 were converted into 3-amino-2-halomethylquin-azolin-4(3H)-ones (6), some of which were further converted into 3-(2,5-dimethylpyrrol-1-yl)-2-halomethylquinazolin-4(3H)-ones (7). 3-Amino-2-bromomethylquinazolin-4(3H)-one (6b) was also obtained by brominating its 2-methyl analogue 1 with cyanogen bromide.