IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
|
출원번호 |
US-0967914
(1997-11-12)
|
발명자
/ 주소 |
- Mitchell Alexander R.
- Pagoria Philip F.
- Schmidt Robert D.
|
출원인 / 주소 |
- The Regents of the University of California
|
대리인 / 주소 |
Peters, Verny, Jones & Biksa, LLP
|
인용정보 |
피인용 횟수 :
6 인용 특허 :
1 |
초록
▼
The present invention relates to a process to aminate electrophilic aromatic compounds by vicarious nucleophilic substitution of hydrogen using quaternary hydrazinium salts. The use of trialkylhydrazinium halide, e.g., trimethylhydrazinium iodide, as well as hydroxylamine, alkoxylamines, and 4-amino
The present invention relates to a process to aminate electrophilic aromatic compounds by vicarious nucleophilic substitution of hydrogen using quaternary hydrazinium salts. The use of trialkylhydrazinium halide, e.g., trimethylhydrazinium iodide, as well as hydroxylamine, alkoxylamines, and 4-amino-1,2,4-triazole to produce aminated aromatic structures, such as 1,3-diamino-2,4,6-trinitrobenzene (DATB), 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) and 3,5-diamino-2,4,6-trinitrotoluene (DATNT), is described. DATB and TATB are useful insensitive high explosives. TATB is also used for the preparation of benzenehexamine, a starting material for the synthesis of novel materials (optical imaging devices, liquid crystals, ferromagnetic compounds).
대표청구항
▼
[ We claim:] [1.] A process to produce a mono amino, diamino or polyamino aromatic compound, which process comprises:(a) reacting at ambient pressure and a temperature of between about 0 and 50.degree. C. for between about 0.1 and 24 hr, an electrophilic aromatic compound: [ STR 19 ] wherein Q.sup.1
[ We claim:] [1.] A process to produce a mono amino, diamino or polyamino aromatic compound, which process comprises:(a) reacting at ambient pressure and a temperature of between about 0 and 50.degree. C. for between about 0.1 and 24 hr, an electrophilic aromatic compound: [ STR 19 ] wherein Q.sup.1, Q.sup.2, Q.sup.3, X, Y, and Z are each independently selected from the group consisting of --CN, --NO.sub.2, --COR, --CO.sub.2 R.sub.1, --CONR.sub.2, --SO.sub.2 R, --SO.sub.3 H, --CF.sub.3, --F, --Cl, --Br, --I and --NH.sub.2, wherein R, R.sub.1, and R are independently selected from the group consisting of alkyl having one to six carbon atoms, with the proviso that at least one of Q.sup.1, Q.sup.2, Q.sup.3, X.sup.1, Y.sup.1, and Z.sup.1 is hydrogen,with an effective amount of reagent selected from:(i) 1,1,1,-trialkylhydrazinium salt wherein alkyl is selected from the group consisting of methyl, ethyl, propyl, butyl and benzyl and the anion is selected from the group consisting of chloride, bromide, iodide, fluoride, sulfate, hydroxide, mesylate, triflate, and tetrafluoroborate,(ii) hydroxylamine,(iii) O-alkyl hydroxyl amine where alkyl is C.sub.1 to C.sub.10 carbon atoms, or(iv) 4-amino-1,2,4-triazole; and combinations thereof, in the presence of tetraalkyl guanidine wherein alkyl is C.sub.1 to C.sub.10 ;or the presence of a strong base selected from the group consisting of sodium butoxide, potassium butoxide, potassium propoxide, sodium propoxide, sodium ethoxide, potassium ethoxide, sodium methoxide, potassium methoxide, and combinations thereof;in a solvent selected from the group consisting of methanol, ethanol, propanol, butanol, dimethylsulphoxide, N-methylpyrrolidone, hexamethylphosphoramide, dimethylformamide, dimethylacetamide and mixtures thereof, provided that when alcohols are present primarily DATB and picramide are formed; and(b) isolating the monoamino, diamino or polyamino aromatic compound produced.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.