1, 3, 4??Benzotriazepinones. Formation and rearrangement

P Scheiner, L Frank, I Giusti, S Arwin…

Index: Scheiner; Frank; Giusti; et al. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 6 p. 1817 - 1824

Full Text: HTML

Citation Number: 33

Abstract

Abstract Anthranilic hydrazide reacts with orthoesters to produce mixtures of 3 products: 3, 4- dihyro-5H-1, 3, 4-benzotriazepin-5-ones (1), 3-amino-3, 4-dihydro-4-quinazolinones (2) and 2-(2-aminophenyl)-1, 3, 4-oxadiazoles (4). The origin of these materials has been investigated. Product distributions depend on the nature of substituents, solvent and time. In ethanol benzotriazepinones are kinetically favored, but formed reversibly they ...

 Related Synthetic Route
Trimethyl orthobenzoate Structure

707-07-3

Trimethyl ortho...

~%

3-Amino-2-phenyl-4(3H)-quinazolinone Structure

1904-60-5

3-Amino-2-pheny...

Learn More
2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

Trimethyl orthobenzoate Structure

707-07-3

Trimethyl ortho...

~%

3-Amino-2-phenyl-4(3H)-quinazolinone Structure

1904-60-5

3-Amino-2-pheny...

Learn More
2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

Trimethyl orthobenzoate Structure

707-07-3

Trimethyl ortho...

~8%

3-Amino-2-phenyl-4(3H)-quinazolinone Structure

1904-60-5

3-Amino-2-pheny...

5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-phenyl Structure

30909-95-6

5H-1,3,4-Benzot...

Detail Learn More
Triethyl orthoacetate Structure

78-39-7

Triethyl orthoa...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~47%

5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-methyl Structure

30936-38-0

5H-1,3,4-Benzot...

Learn More
1-(2-Aminobenzoyl)-2-(1-dimethylaminoethylidene)hydrazine Structure

96239-48-4

1-(2-Aminobenzo...

~21%

5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-methyl Structure

30936-38-0

5H-1,3,4-Benzot...

Benzenamine, 2-(5-methyl-1,3,4-oxadiazol-2-yl) Structure

96134-65-5

Benzenamine, 2-...

Learn More
Triethyl orthoacetate Structure

78-39-7

Triethyl orthoa...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~52%

2-methyl-3-amino-4-quinazolone Structure

1898-06-2

2-methyl-3-amin...

5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-methyl Structure

30936-38-0

5H-1,3,4-Benzot...

Detail Learn More
Ethyl 4-amino-1H-imidazole-5-carboxylate Structure

21190-16-9

Ethyl 4-amino-1...

~93%

1H-Imidazole-4-carboxylicacid,5-amino-,hydrazide(9CI) Structure

76808-69-0

1H-Imidazole-4-...

Learn More
2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

Trimethyl orthobenzoate Structure

707-07-3

Trimethyl ortho...

~67%

Benzenamine,2-(5-phenyl-1,3,4-oxadiazol-2-yl) Structure

23047-95-2

Benzenamine,2-(...

Learn More
Triethyl orthoformate Structure

122-51-0

Triethyl orthof...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~8%

2-(1,3,4-oxadiazol-2-yl)aniline(SALTDATA: FREE) Structure

90004-05-0

2-(1,3,4-oxadia...

Learn More
Triethyl orthoformate Structure

122-51-0

Triethyl orthof...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~9%

3-Amino-4(3H)-quinazolinone Structure

14663-46-8

3-Amino-4(3H)-q...

3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

Detail Learn More
1-(2-Aminobenzoyl)-2-dimethylaminomethylene Hydrazine Structure

96239-47-3

1-(2-Aminobenzo...

~43%

3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

2-(1,3,4-oxadiazol-2-yl)aniline(SALTDATA: FREE) Structure

90004-05-0

2-(1,3,4-oxadia...

Learn More
3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

~%

3-Amino-4(3H)-quinazolinone Structure

14663-46-8

3-Amino-4(3H)-q...

2-(1,3,4-oxadiazol-2-yl)aniline(SALTDATA: FREE) Structure

90004-05-0

2-(1,3,4-oxadia...

Learn More
Triethyl orthoformate Structure

122-51-0

Triethyl orthof...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~42%

3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

Learn More
Triethyl orthoformate Structure

122-51-0

Triethyl orthof...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~36%

3-Amino-4(3H)-quinazolinone Structure

14663-46-8

3-Amino-4(3H)-q...

3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

Detail Learn More
1-(2-Aminobenzoyl)-2-dimethylaminomethylene Hydrazine Structure

96239-47-3

1-(2-Aminobenzo...

~54%

3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

2-(1,3,4-oxadiazol-2-yl)aniline(SALTDATA: FREE) Structure

90004-05-0

2-(1,3,4-oxadia...

Learn More
Triethyl orthoacetate Structure

78-39-7

Triethyl orthoa...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~%

2-methyl-3-amino-4-quinazolone Structure

1898-06-2

2-methyl-3-amin...

Learn More
5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-methyl Structure

30936-38-0

5H-1,3,4-Benzot...

~99%

2-methyl-3-amino-4-quinazolone Structure

1898-06-2

2-methyl-3-amin...

Learn More
2-(1-Ethoxyethylideneamino)benzamide Structure

96239-49-5

2-(1-Ethoxyethy...

~99%

2-Methylquinazolin-4-ol Structure

1769-24-0

2-Methylquinazo...

Learn More
Triethyl orthoformate Structure

122-51-0

Triethyl orthof...

2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

~84%

3-Amino-4(3H)-quinazolinone Structure

14663-46-8

3-Amino-4(3H)-q...

Learn More
3,4-dihydro-1,3,4-benzotriazepin-5-one Structure

57711-25-8

3,4-dihydro-1,3...

~99%

3-Amino-4(3H)-quinazolinone Structure

14663-46-8

3-Amino-4(3H)-q...

Learn More
2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

Trimethyl orthobenzoate Structure

707-07-3

Trimethyl ortho...

~46%

5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-phenyl Structure

30909-95-6

5H-1,3,4-Benzot...

Learn More
2-aminobenzhydrazide Structure

1904-58-1

2-aminobenzhydrazide

Trimethyl orthobenzoate Structure

707-07-3

Trimethyl ortho...

~55%

3-Amino-2-phenyl-4(3H)-quinazolinone Structure

1904-60-5

3-Amino-2-pheny...

5H-1,3,4-Benzotriazepin-5-one,3,4-dihydro-2-phenyl Structure

30909-95-6

5H-1,3,4-Benzot...

Detail Learn More

Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2026 ChemSrc All Rights Reserved