Lists
Lists
Simmonds, Alma B. (1957) A study in the orientation of pyrazole derivatives. Doctoral thesis, Northern Polytechnic.
1. An historical review of the literature has shown that contrary to general opinion, only one pyrazole is normally obtained from the reaction between unsymmetrical ß-diketones and alky or aryl hydrazines.
2. The reactions between o-, m -, and p-trophenylhydrazines and benzoylacetone, and also between o-, m, and p-nitrobenzoylacetones and phenylhydrazine, have been studied and it has been shown that in each case one pyrazole only is obtained.
3. In contrast to the above mentioned reactions, two pyrazolee have been obtained from the reaction between benzoylacetone and 2:4-dinitrophenylhydrazine.
4. The reaction between 4-chloroquinaldine and phenylhydrazine at 200° in a sealed tube has been studied.
5. The orientation of each pyrazole prepared has been established.
6. 4’-Bromo-3'-methylpyrazolo(5':1'-9:10)phenanthridine has been obtained by a Pschorr type of ring closure from 5-o-aminophenyl-4-bromo-3-methyl-1-phenylpyrazole and from 1-0-aminophenyl-4-bromo-3-methyl-5-phenylpyrazole.
7. 3’-Methyl-l’-phenylpyrazolo(4':5*-3:4)cinnoline has beenobtained from the diazonlum salt of 5-o-aminophenyl -3-methyl-l-phenylpyrazole.
8. The following new compounds have been prepared and characterised:
3-Methyl-1-m-nitrophenyl-5-phenyIpyrazole,
1-m-Benzoylaminophenyl-3-methyl-5-phenylpyrazole,
4-Bromo- 3-methyl-1 -m-n1trophenyl-S-phenyIpyrazole,
1-m-aminophenyl-4-bromo-3-methyl-5-phenylpyrazole,
4-Bromo-3-methyl-1-nitrophenyl-B-phenylpyrazole,
1-a-Aminophenyl-4-bromo-3-methyl-5-phenylpyrazole,
3-Methyl-1-o-nitrophenyl-5-phenylpyrazole,
1-o-Aminophenyl-3-methyl-5-phenylpyrazole,
4-Bromo-3-methyl-1-o-nitrophenyl-5-phenylpyrazole,
1-o-Aminophenyl-4-bromo-3-methyl-5-phenylpyrazole,
3-Methyl-5-m-nitrophenyl-1-phenylpyrazole,
5-m-Aminophenyl-3-methyl-1-phenylpyrazole,
4-Carboxyethyl-3(or 5)-methyl-5(or 3)-m-nitrophenyl-1-phenyIpyrazoline,
4-Carboxyethy1-3-m-amlnophenyl-5-methyl-1-phenyIpyrazole,
Ethyl m-nitrobenzylideneacetacetate phenylhydrazone,
3-Methyl-5-p-nitrophenyl-1-phenylpyrazole,
o-Nitrobenzoylacetone phenylhydrazone (m.p. 136°),
3'-Methyl-1'-phenylpyrazolo(4':5'-3:4)cinnoline,
4-Bromo - 3-methyl-5-o-nitrophenyl-1-phenyIpyrazole,
5-o-Aminophenyl-4-bromo - 3-methyl-1-phenyIpyrazole,
Ethyl o-nitrobenzylideneacotoacetate phonyIhydrazone (m.p. 137°),
Ethyl o-nltrobenzylideneaoetoaaetate phenylhydrazone (m.p. 170°),
1-(2:4-Dinitrophenyl) -3-methyl-5_phenylpyrasole,
1-(4-Amino-2-nitrophenyl)-3-methyl-5-phenylpyrazole,
1-(4-Amino-2-nitrophenyl)-5-methyl-d-phenylpyrazole.
The structures of the following compounds formerly unknown, have been established:
5-Methylpyrazole(5':1’-9:10)phenanthridine,
4‘-Bromo-3’-methylpyrazolo(5':1'-9:10)phenanthridine,
3-o-Aminophenyl-5-methyl -1-phenylpyrazole,
4-Bromo-1(2:4-Dinitrophenyl)-3-methyl-5-phenylpyrazole,
4-Bromo-1(2:4-Dinitrophenyl)-5-methyl-3-phenylpyrazole.
 |
View Item |