反应 #5318

ord-441df664c30c4a9e9bf4d09ba8dd20c5

反应方程式

CC(=O)[O-]
Acetate
CN(CN(CN(CO)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
II
CN(CN(CN(CO)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
6-methyl-2,4,6-trinitro-2,4,6-triazahexanol
O=S(=O)([O-])[O-]
sulfate
CC(=O)OC(C)=O
Ac2O
CN1CCC(=C2c3ccccc3C=Cc3ccccc32)CC1
reactin
O=[N+]([O-])[O-]
nitrate
CC(=O)OC(C)=O
Ac2O
O=[N+]([O-])O
HNO3
O=[N+]([O-])O
HNO3
CN(CN(CN(CO)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
6-methyl-2,4,6-trinitro-2,4,6-triazahexanol
CC(=O)[O-]
acetate
O=[N+]([O-])O
HNO3
→
CC(=O)OCN(CN(CN(C)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
1-Acetoxy-2,4,6-trinitro-2,4,6-triazaheptane

反应物

CC(=O)[O-]
Acetate
CN(CN(CN(CO)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
II
CN(CN(CN(CO)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
6-methyl-2,4,6-trinitro-2,4,6-triazahexanol
O=S(=O)([O-])[O-]
sulfate
—
N-alkylhexamethylene-tetraminium nitrate
CC(=O)OC(C)=O
Ac2O
CN1CCC(=C2c3ccccc3C=Cc3ccccc32)CC1
reactin
O=[N+]([O-])[O-]
nitrate
—
anhydride
—
product
CC(=O)OC(C)=O
Ac2O
—
N-methylhexamethylenetetraminium nitrate
O=[N+]([O-])O
HNO3
O=[N+]([O-])O
HNO3
—
6-alkyl-2,4,6-trinitro-2,4,6-triazahexanol
CN(CN(CN(CO)[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
6-methyl-2,4,6-trinitro-2,4,6-triazahexanol
CC(=O)[O-]
acetate
O=[N+]([O-])O
HNO3

试剂

无

溶剂

O
water
CC(=O)O
AcOH

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度increased to 75°
  2. 2
    其他gave
  3. 3
    温度after cooling to 20°-5° 22.2 g cryst
  4. 4
    其他151°-3° , i.e., 68% of theory calcd

实验过程

"Acetate or nitrate of 6-alkyl-2,4,6-trinitro-2,4,6-triazahexanol. Jiri Denkstein and Vladimir Kaderabek. Czech. 98,248, Jan. 15, 1961, Appl. Nov. 13, 1959. The described method is the nitrolysis of N-alkylhexamethylene-tetraminium nitrate, sulfate, or acetate with a mixt. of HNO3 with Ac2O, or anhydride of HNO3. Thus, a mixt. of 30 g N-methylhexamethylenetetraminium nitrate (I) and 49 ml. AcOH added during 15-30 min with stirring at 15°-20° to the mixt. of 52 ml. 98-9% HNO3, and 48 ml. Ac2O under stirring, the temp. increased to 75° and kept 15 min. gave after cooling to 20°-5° 22.2 g cryst. 6-methyl-2,4,6-trinitro-2,4,6-triazahexanol (II). The reactin mixt. dild. with water gave addnl. 5.3 g II. The total yield was 27.5 g of a product, m. 151°-3° , i.e., 68% of theory calcd. on I."

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05243075uspto-grants-1993_09