Conditions | Yield |
---|---|
With hydrazine hydrate for 18h; Reflux; | 99% |
With hydrazine hydrate In methanol for 0.05h; Microwave irradiation; | 94.6% |
With hydrazine hydrate In ethanol for 0.2h; Reflux; Microwave irradiation; | 93% |
C21H18Cl2N4O4
A
4-hydroxybenzoic acid hydrazide
B
2-Dimethylamino-4,6-dihydrazino-sym-triazine
Conditions | Yield |
---|---|
With hydrazine hydrate In 1,4-dioxane for 2h; Heating; | A 98% B 55% |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol; water Inert atmosphere; Reflux; | 96% |
With hydrazine hydrate In ethanol Inert atmosphere; Reflux; | 96% |
With hydrazine hydrate In ethanol Inert atmosphere; Reflux; | 96% |
Conditions | Yield |
---|---|
Stage #1: 4-hydroxy-benzoic acid With sulfuric acid In ethanol for 6h; Reflux; Stage #2: With hydrazine hydrate; sodium hydrogencarbonate; acetic acid Reflux; | 89% |
With hydrazine at 250℃; Microwave irradiation; | 83% |
With hydrazine hydrochloride |
2,4-bis(4-chlorocarbonylphenoxy)-6-methoxy-s-triazine
A
2,4‐dihydrazinyl‐6‐methoxy‐1,3,5‐triazine
B
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In 1,4-dioxane for 2h; Heating; |
C29H18Cl2N4O4
A
2-Diphenylamino-4,6-dihydrazino-sym-triazine
B
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In 1,4-dioxane for 2h; Heating; |
4-Hydroxy-benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
A
daunomycin hydrochloride
B
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, 0.01 M phosphate buffer; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2SO4 / Heating 2: hydrazine / H2O / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / H2SO4 2: 70 percent / 35percent aq. hydrazine / Ambient temperature View Scheme |
tert-butyl 2-(4-hydroxybenzoyl)hydrazinecarboxylate
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
deprotection; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: manganese(IV) oxide; sodium cyanide / 24 h / 20 °C 2: hydrazine hydrate / ethanol / 3 h / 70 °C View Scheme | |
Multi-step reaction with 2 steps 1: iodine; potassium hydroxide / 2 h / 0 °C 2: hydrazine hydrate / ethanol / 70 °C View Scheme |
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate for 0.0166667h; Sonication; |
4-hydroxybenzoyl chloride
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate for 0.5h; Reflux; | |
With dmap; triethylamine; hydrazine In dichloromethane at 20℃; for 0.5h; |
Conditions | Yield |
---|---|
Stage #1: ethanol; 4-hydroxy-benzoic acid Stage #2: With hydrazine hydrate for 5.25h; Reflux; |
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
In ethanol for 0.5h; Reflux; | 100% |
Conditions | Yield |
---|---|
With acetic acid In methanol for 3h; Reflux; | 100% |
5-nitrofurane-2-carboxaldehyde
4-hydroxybenzoic acid hydrazide
4-hydroxy-N’-((5-nitrofuran-2-yl)methylene)benzohydrazide
Conditions | Yield |
---|---|
In water Acidic conditions; Reflux; | 99.8% |
In ethanol for 2h; Reflux; | 91.4% |
4-hydroxy-benzaldehyde
4-hydroxybenzoic acid hydrazide
4-hydroxy-N’-[(E)-(4-hydroxyphenyl)methylidene]benzohydrazide
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water at 20℃; for 24h; | 99% |
With acetic acid In methanol for 2h; Reflux; | 96% |
With acetic acid In ethanol for 3h; Reflux; | 90% |
With acetic acid In isopropyl alcohol at 20℃; for 24h; | 82% |
3,5-dihydroxybenzaldehyde
4-hydroxybenzoic acid hydrazide
(E)-N'-(3,5-dihydroxybenzylidene)-4-hydroxybenzohydrazide
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water at 20℃; for 24h; | 99% |
1-Phenylethanol
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With nickel(II) triflate; 1,3-bis(dicyclohexylphosphine)propane In tert-Amyl alcohol at 120℃; for 48h; Inert atmosphere; Glovebox; Schlenk technique; Molecular sieve; | 99% |
4-hydroxybenzoic acid hydrazide
hexakis(4-formylphenoxy)cyclotriphosphazene
Conditions | Yield |
---|---|
In tetrahydrofuran for 18h; Reflux; | 98.6% |
4,4′,4″‑[(1,3,5‑triazine‑2,4,6‑triyl)tris(oxy)]tribenzaldehyde
4-hydroxybenzoic acid hydrazide
2,4,6-tris[4-{(E)-[2'-(4-hydroxyphenylcarbonyl)hydrazinylidene]methyl}phenoxy]-1,3,5-triazine
Conditions | Yield |
---|---|
In tetrahydrofuran Reflux; | 98.6% |
4-hydroxybenzoic acid hydrazide
salicylic acid pentafluorophenyl ester
N-(4-hydroxybenzoyl)-N'-salicylhydrazine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Ambient temperature; | 98% |
Diphenylacetaldehyde
4-hydroxybenzoic acid hydrazide
diphenylacetaldehyde p-hydroxybenzoylhydrazone
Conditions | Yield |
---|---|
With acetic acid In ethanol for 4h; Reflux; | 98% |
Conditions | Yield |
---|---|
In propan-1-ol for 24h; Reflux; | 98% |
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
Stage #1: 4-hydroxybenzoic acid hydrazide; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide for 0.333333h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; | 98% |
Conditions | Yield |
---|---|
In methanol for 0.5h; | 97% |
3-acetyl-7-hydroxy-chromen-2-one
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With acetic acid In ethanol at 80℃; for 1h; Microwave irradiation; | 97% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 6h; | 97% |
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 97% |
Conditions | Yield |
---|---|
Stage #1: 4-hydroxybenzoic acid hydrazide With acetic acid In water for 0.0833333h; Sonication; Stage #2: 5-Methylfurfural In dimethyl sulfoxide at 20℃; for 0.5h; Sonication; | 97% |
Conditions | Yield |
---|---|
In propan-1-ol for 24h; Heating; | 96% |
Conditions | Yield |
---|---|
acetic acid In ethanol for 4h; Heating / reflux; | 96% |
With acetic acid In methanol for 2h; Reflux; | 80% |
Conditions | Yield |
---|---|
With acetic acid In methanol for 2h; Reflux; | 96% |
acetic acid In ethanol for 4h; Heating / reflux; | 86% |
With acetic acid In isopropyl alcohol at 20℃; for 24h; | 62% |
5-ethyl-thiophene-2-carbaldehyde
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
acetic acid In ethanol for 4h; Heating / reflux; | 96% |
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
In ethanol for 24h; Reflux; | 96% |
5-nitrothiophene-2-carboxaldehyde diacetate
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water; acetic acid | 95.09% |
Conditions | Yield |
---|---|
In ethanol for 6h; Heating; | 95% |
In ethanol for 4h; Reflux; | 76% |
With sulfuric acid; acetic acid In ethanol; water Reflux; | 72% |
With potassium hydroxide In methanol at 80℃; for 2h; |
Conditions | Yield |
---|---|
acetic acid In ethanol for 4h; Heating / reflux; | 95% |
In ethanol; water Heating; | 86% |
4-(4-octoxyphenyl)benzoyl chloride
4-hydroxybenzoic acid hydrazide
C28H32N2O4
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran; water at 20℃; | 95% |
The Benzoic acid,4-hydroxy-, hydrazide, with the CAS registry number 5351-23-5 and EINECS registry number 226-326-5, has the systematic name and IUPAC name of 4-hydroxybenzohydrazide. It is a kind of white to slightly beige fine crystalline powder, and belongs to the following product categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Benzoic acid; Phenols. And the molecular formula of the chemical is C7H8N2O2.
The characteristics of Benzoic acid,4-hydroxy-, hydrazide are as followings: (1)ACD/LogP: -0.33; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.33; (4)ACD/LogD (pH 7.4): -0.39; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 15.65; (8)ACD/KOC (pH 7.4): 13.65; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 32.78 Å2; (13)Index of Refraction: 1.622; (14)Molar Refractivity: 40.65 cm3; (15)Molar Volume: 115.3 cm3; (16)Polarizability: 16.11×10-24cm3; (17)Surface Tension: 62.7 dyne/cm; (18)Density: 1.318 g/cm3.
Uses of Benzoic acid,4-hydroxy-, hydrazide: It can react with 2-amino-pyridine-3-carbaldehyde to produce 4-hydroxy-benzoic acid (2-amino-pyridin-3-ylmethylene)-hydrazide. This reaction will need reagent glacial acetic acid, and the menstruum ethanol. The reaction time is 3 hours with heating, and the yield is about 67%.
You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(c1ccc(O)cc1)NN
(2)InChI: InChI=1/C7H8N2O2/c8-9-7(11)5-1-3-6(10)4-2-5/h1-4,10H,8H2,(H,9,11)
(3)InChIKey: ZMZGIVVRBMFZSG-UHFFFAOYAN
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