52479-65-9

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(METHYLAMINO)BENZENE-1-CARBOHYDRAZIDE is used as a key intermediate in the synthesis of pharmaceutical drugs. Its unique structure allows for the creation of new drug candidates with potential therapeutic applications.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 2-(METHYLAMINO)BENZENE-1-CARBOHYDRAZIDE is utilized as a building block for the synthesis of various organic compounds. Its reactivity and functional groups make it a valuable component in the development of new chemical entities.
Used in Materials Science:
2-(METHYLAMINO)BENZENE-1-CARBOHYDRAZIDE may also find applications in materials science, where its properties could be leveraged to develop new materials with specific characteristics for use in various industries.
Used in Organic Synthesis Research:
As a compound with potential applications in organic synthesis, 2-(METHYLAMINO)BENZENE-1-CARBOHYDRAZIDE is used in research settings to explore new synthetic pathways and methodologies, contributing to the advancement of chemical knowledge and innovation.

InChI:InChI=1/C8H11N3O/c1-10-7-5-3-2-4-6(7)8(12)11-9/h2-5,10H,9H2,1H3,(H,11,12)

Upstream product

• 85-91-6 Methyl N-methylanthranilate 
• 16075-07-3 1-methyl-1,2-dihydro-benzo[d][1,3]thiazin-4-one 

Downstream Products

• 100394-71-6 furfural-[(N-methyl-anthraniloyl)-hydrazone] 
• 120107-41-7 Methyl-[2-(5-pyridin-3-yl-[1,3,4]oxadiazol-2-yl)-phenyl]-amine 
• 120107-37-1 N'-[2-(methylamino)benzoyl]nicotinohydrazide 
• 117376-17-7 2-Methylamino-benzoic acid [1,2,2-trimethyl-prop-(E)-ylidene]-hydrazide 
• 117376-20-2 2-Methylamino-benzoic acid cyclooctylidene-hydrazide 
• 101116-40-9 N-methyl-anthranilic acid cyclohexylidenehydrazide 
• 121006-98-2 1-(2'-Methylaminobenzoyl)-3-methylpyrazolin-5-one 
• 121007-09-8 2-Phenyl-4-methyl-9-oxo-pyrazolo<5,1-b>quinazoline 
• 117376-85-9 2-Methylamino-benzoic acid [1-methyl-but-(E)-ylidene]-hydrazide 
• 121007-03-2 1-(2'-Methylaminobenzoylamino)-2,5-dimethyl-pyrrole 
• 121007-01-0 1-(2'-Methylaminobenzoyl)-3,6-dimethyl-1,2-dihydropyridazine 
• 107196-86-1 Methyl-[2-(5-p-tolyl-[1,3,4]oxadiazol-2-yl)-phenyl]-amine 
• 117837-97-5 4-Methyl-benzoic acid N'-(2-methylamino-benzoyl)-hydrazide 
• 117376-16-6 2-Methylamino-benzoic acid [1,3-dimethyl-but-(E)-ylidene]-hydrazide 

Relevant academic research and scientific papers

Anion binding of N-(o-Methoxybenzamido)thioureas: Contribution of the intramolecular hydrogen bond in the N-benzamide moiety

N-(o-Methoxybenzamido)- thioureas (2X/2Y) are found to show an enhanced anion binding affinity with binding constants over 107 mol -1L orders of magnitude for AcO- and a redshifted absorption of the anion binding complexes in acetonitrile (MeCN) relative to those of N-benzamidothioureas (1) that bear no o- OMe in the N-benzamide moiety, despite the electron-donating character of o-OMe. Absorption of the anion-2X/ 2Y complex was shown to be of the same charge-transfer nature as that of the anion-1 complex, but its dependence on substituent X is interestingly influenced by the o-MeO···HNC=O six-membered-ring intramolecular hydrogen bond identified in 2X/2Y. Such an intramolecular hydrogen bond is suggested to be responsible for the enhanced anion binding affinity. In the presence of this intramolecular hydrogen bond, the anion binding constant of 2X was found to be independent of substituent X at the N-phenyl ring, as in the case of 1, whereas that of 2Y showed an amplified dependence on substituent Y at the N′-phenyl ring, but to a lower extent than that of 1. A similar ring intramolecular hydrogen bond was purported to exist in 2Za, 2Zd, and 2Ze, which bear NHMe, F, and Cl as the ortho substituent in the N-benzamide moiety. In terms of the current roles of thiourea in not only anion recognition and sensing but also organocatalysis and crystal engineering, the present finding would be of significance for a wider structural diversity of smart thiourea derivatives with predesigned functions.

A diversity oriented synthesis of 2,10-dioxo-10H-1,2,3,4,4a,5-hexahydropyridazino[3,2-b]quinazolines

A parallel method for the synthesis of the title compounds is described. Thus, methyl anthranilates (5) are transformed into 2-aminobenzohydrazides (3) which were treated with 4-oxo acids (4) to afford in high yields and acceptable purity of piridazino[3,2-b]quinazolines (1). Compounds (1) present four diversity centers (R1, R2, R3, and R4). The range of chemically acceptable substituents at each center has been evaluated. The isolation of a possible intermediate in the formation of 1, which presents an amino structure (10), has allowed proposing a complete mechanistic rationalization for the formation of structures (1).

COMPOSES SULFURES HETEROCYCLIQUES. XCVI. REACTION DE L'HYDRAZINE SUR LES DIHYDRO-1,2 BENZOTHIAZINE-3,1 THIONES-4

1-Alkyl-1,2-dihydro-3,1-benzothiazine-4-thiones 1, when reacting with hydrazine, give with a good yield a 1-alkyl-3-amino-2,3-dihydro-1H-quinazoline-4-thione-2, often together with a derivative of 1,3,4-thiadiazole-3. With 1-aryl-1,2-dihydro-3,1-benzothiazine-4-thiones, the main product of the reaction with hydrazine appears to be a 1-aryl-4-hydrazono-1,4-dihydro-2H-3,1-benzothiazine 4, sometimes with some amount of 3.On the contrary, when reacting with hydrazine, 1-alkyl (or 1-aryl)-1,2-dihydro-3,1-benzothiazin-4-ones lead to a 2-alkylamino (or arylamino)-benzohydrazide 5. By thermolysis 4 isomerizes into 2 which is accompanied by derivatives (3 and 7) of 1,3,4-thiadiazole.The structures of compounds 2, 4 and 7 have been studied by NMR and UV spectrometry.