Conditions | Yield |
---|---|
With hydrazine In dichloromethane; water at 20℃; for 12h; | 99% |
With hydrazine hydrate; triethylamine In acetonitrile for 3h; Reflux; | 87% |
With dmap; triethylamine; hydrazine In dichloromethane at 20℃; for 0.5h; | 81% |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 0.0166667h; microwave irradiation; | 99% |
With hydrazine hydrate In ethanol for 8h; Reflux; | 95% |
With hydrazine hydrate In ethanol | 94% |
5-phenyl-3H-[1,3,4]oxadiazol-2-one
1,2-diamino-benzene
A
1,3-dihydro-2H-benzimidazol-2-one
B
benzoic acid hydrazide
Conditions | Yield |
---|---|
In various solvent(s) at 150℃; for 5h; | A 98% B n/a |
1-benzoyl-4-phenylsemicarbazide
aniline
A
benzoic acid hydrazide
B
bis(diphenyl)urea
Conditions | Yield |
---|---|
In various solvent(s) at 150℃; for 1h; | A 94% B 96% |
Conditions | Yield |
---|---|
With hydrazine hydrate In hexane for 0.5h; Ambient temperature; | 95% |
With hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 25 - 50℃; for 12h; Solvent; | 60% |
Conditions | Yield |
---|---|
With hydrazine hydrate In tetrahydrofuran at 20℃; for 0.25h; | 95% |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 3h; Reflux; | 94% |
With hydrazine hydrate In ethanol Reflux; | 94% |
With hydrazine hydrate In ethanol at 80℃; for 6h; | 93.9% |
5-phenyl-1,3,4-oxadiazole-2(3H)-thione
1,2-diamino-benzene
A
benzoic acid hydrazide
B
Benzimidazol-2-thiol
Conditions | Yield |
---|---|
In various solvent(s) at 150℃; for 5h; | A n/a B 94% |
5-phenyl-3H-[1,3,4]oxadiazol-2-one
aniline
A
benzoic acid hydrazide
B
bis(diphenyl)urea
Conditions | Yield |
---|---|
at 150℃; for 2h; | A 86% B 93% |
5-phenyl-1,3,4-oxadiazole-2(3H)-thione
aniline
A
benzoic acid hydrazide
B
N,N-diphenylthiourea
Conditions | Yield |
---|---|
at 150℃; for 2h; | A 83% B 93% |
1-benzoyl-4-phenyl-3-thiosemicarbazide
aniline
A
benzoic acid hydrazide
B
N,N-diphenylthiourea
Conditions | Yield |
---|---|
In various solvent(s) at 150℃; for 1h; | A 89% B 93% |
Conditions | Yield |
---|---|
Stage #1: benzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 25℃; for 3h; Stage #2: With hydrazine hydrate In tetrahydrofuran at 25℃; | 93% |
Stage #1: benzoic acid With sulfuric acid In ethanol for 6h; Reflux; Stage #2: With hydrazine hydrate; sodium hydrogencarbonate; acetic acid Reflux; | 92% |
With hydrazine hydrate for 0.0166667h; Microwave irradiation; | 90% |
β-benzoylhydrazide of benzoylpyruvic acid
1,2-diamino-benzene
A
benzoic acid hydrazide
B
(Z)-3-phenacylidene-1,2,3,4-tetrahydroquinoxalin-2-one
Conditions | Yield |
---|---|
With hydrogenchloride In isopropyl alcohol Heating; | A 79% B 92% |
Benzoic acid N'-[(Z)-2-hydroxy-4-(4-methoxy-phenyl)-4-oxo-but-2-enoyl]-hydrazide
1,2-diamino-benzene
A
benzoic acid hydrazide
B
(Z)-3-(2-(4-methoxyphenyl)-2-oxoethylidene)-3,4-dihydroquinoxalin-2(1H)-one
Conditions | Yield |
---|---|
With hydrogenchloride In isopropyl alcohol Heating; | A n/a B 85% |
4-Benzoyloxy-3-benzyl-1,2-dihydro-chinolin-2-on
A
3-benzyl-4-hydroxy-2-quinolone
B
benzoic acid hydrazide
C
N'-benzoylbenzohydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 12h; Product distribution; Heating; also with other educt; | A 84% B 20% C 50% |
Conditions | Yield |
---|---|
With silica gel; hydrazine In neat (no solvent) at 130℃; for 24h; Inert atmosphere; Sealed tube; | 84% |
With Iron(III) nitrate nonahydrate; hydrazine In toluene for 10h; Reflux; | 82% |
With chitosan; hydrazine In neat (no solvent) at 150℃; for 36h; Sealed tube; | 66% |
With hydrazine hydrate at 80 - 90℃; |
dimethyl benzoylphosphonate
A
benzoic acid hydrazide
B
Dimethyl phosphite
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 0℃; for 0.5h; Title compound not separated from byproducts; | A 80% B n/a |
Conditions | Yield |
---|---|
With hydrazine hydrate In acetonitrile at 0 - 20℃; for 6h; | 79% |
dimethyl 4-amino-1-benzoylpyrazolo<3,4-b>pyridine-5,6-dicarboxylate
A
benzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol 1.) reflux, 2 h, 2.) from 150 deg C to 200 deg C, 20 min.; | A n/a B 71% |
N-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-benzamide
benzoic acid hydrazide
Conditions | Yield |
---|---|
With water; hydrazine In ethanol for 0.25h; Ambient temperature; | 68% |
(3-amino-benzofuran-2-yl)-phenyl-methanone
A
3(2H)-benzofuranone hydrazone
B
benzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In 2-methoxy-ethanol for 12h; Heating; Yield given; | A 61% B n/a |
With hydrazine hydrate In 2-methoxy-ethanol for 12h; Heating; Yields of byproduct given; | A 61% B n/a |
Conditions | Yield |
---|---|
In dichloromethane | 59% |
N'-benzoylhydrazinecarboxylic acid tert-butyl ester
benzoic acid hydrazide
Conditions | Yield |
---|---|
With trifluoroacetic acid at 0℃; for 1h; | 53% |
With hydrogenchloride In 1,4-dioxane at 20℃; |
A
2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide
B
benzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In methanol for 6h; Heating; | A n/a B 48% |
E-β-benzoyl-β-nitrostyrene
benzoic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 48h; Ambient temperature; | 46% |
methanol
Benzotrichlorid
A
benzoic acid methyl ester
B
2,5-bis-(phenyl)-1,3,4-oxadiazole
C
benzoic acid hydrazide
Conditions | Yield |
---|---|
With pyridine; hydrazine hydrate Heating; | A 43% B 17% C 8% |
Benzotrichlorid
A
benzoic acid methyl ester
B
2,5-bis-(phenyl)-1,3,4-oxadiazole
C
benzoic acid hydrazide
Conditions | Yield |
---|---|
With pyridine; hydrazine hydrate In methanol Heating; | A 43% B 17% C 8% |
N-(4-oxo-2-phenylquinazolin-3(4H)-yl)benzamide
A
N-phenyl benzoyl amide
B
2-phenyl-4(3H)-quinazolinone
C
3,4,5-triphenyl-1,2,4-triazole
D
benzoic acid hydrazide
Conditions | Yield |
---|---|
With water at 200℃; for 12h; Further byproducts given; | A 41% B 8% C 8% D 15% |
pyridine-2-carbaldehyde
benzoic acid hydrazide
2-pyridyl carboxaldehyde benzoylhydrazone (E-isomer)
Conditions | Yield |
---|---|
In ethanol for 6h; Reflux; | 100% |
With acetic acid In ethanol for 3h; Reflux; | 87% |
With hydrogenchloride In ethanol at 20℃; for 0.5h; Condensation; | 85% |
3-pyridinecarboxaldehyde
benzoic acid hydrazide
(E)-N'-(pyridin-3-ylmethylene)benzohydrazide
Conditions | Yield |
---|---|
at 205℃; under 4350.44 Torr; for 0.0666667h; Microwave irradiation; neat (no solvent); | 100% |
In ethanol for 3h; Heating; | 89% |
With hydrogenchloride In ethanol at 20℃; for 0.5h; Condensation; | 84% |
Conditions | Yield |
---|---|
at 20℃; for 3h; Solid phase reaction; condensation; | 100% |
In methanol for 0.5h; Heating; | 75% |
With ethanol | |
In ethanol |
salicylaldehyde
benzoic acid hydrazide
salicylaldehyde benzoylhydrazone
Conditions | Yield |
---|---|
In methanol; water at 20℃; | 100% |
In methanol for 2h; Reflux; | 97% |
In propan-1-ol for 24h; Heating; | 95% |
Conditions | Yield |
---|---|
Ambient temperature; | 100% |
Stage #1: bromocyane With 1,2,3-Benzotriazole Stage #2: benzoic acid hydrazide In tetrahydrofuran for 3h; Heating; | 94% |
In methanol for 4h; Reflux; | 62% |
benzoic acid hydrazide
Benzoyl isothiocyanate
N-(2-benzoylhydrazine-1-carbonothioyl)benzamide
Conditions | Yield |
---|---|
In toluene for 2h; | 100% |
In isopropyl alcohol at 20℃; | 91% |
In acetone at 60℃; for 2h; | 87% |
Conditions | Yield |
---|---|
at 152℃; under 3750.38 Torr; for 0.0833333h; Microwave irradiation; neat (no solvent); | 100% |
With cerium(III) chloride heptahydrate In ethanol at 40℃; for 0.0166667h; Green chemistry; diastereoselective reaction; | 97% |
With water; acetic acid In neat (no solvent) at 20℃; for 0.0333333h; Green chemistry; stereoselective reaction; | 92% |
benzoic acid hydrazide
methyl chloroformate
2-Benzoyl-hydrazin-1-carbonsaeuremethylester
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran 1) -10 deg C, 30 min, 2) 1 h, room temperature; | 100% |
75% | |
In benzene | |
With pyridine |
benzoic acid hydrazide
phenyl chloroformate
1-benzoyl-2-phenoxycarbonylhydrazine
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran 1) -10 deg C, 30 min, 2) 1 h, room temperature; | 100% |
In benzene |
phthalic anhydride
benzoic acid hydrazide
1-Benzoyl-2-(o-carboxy-benzoyl)-hydrazin
Conditions | Yield |
---|---|
In methanol for 3h; Heating; | 100% |
In tetrahydrofuran at 20℃; for 0.0833333h; Acylation; ring cleavage; |
Conditions | Yield |
---|---|
at 194℃; under 4575.46 Torr; for 0.0833333h; Microwave irradiation; neat (no solvent); | 100% |
at 20℃; for 1h; Neat (no solvent); Ball-milling; | 100% |
In ethanol for 6h; Reflux; | 100% |
carbon disulfide
benzoic acid hydrazide
potassium 3-benzoyldithiocarbazinate
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 20℃; | 100% |
With potassium hydroxide In ethanol at 0℃; for 2h; Reflux; | 81.6% |
With potassium hydroxide | 80% |
1-naphthylglyoxylic acid
benzoic acid hydrazide
Conditions | Yield |
---|---|
100% |
benzoic acid hydrazide
cyclopentanone
N'-cyclopentylidene benzohydrazide
Conditions | Yield |
---|---|
at 143℃; under 2100.21 Torr; for 0.05h; Microwave irradiation; neat (no solvent); | 100% |
for 0.05h; Microwave irradiation; | 100% |
at 20℃; for 0.05h; Microwave irradiation; | 100% |
benzoic acid hydrazide
isobutyl chloroformate
N'-Benzoyl-hydrazinecarboxylic acid isobutyl ester
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran 1) -10 deg C, 30 min, 2) 1 h, room temperature; | 100% |
Conditions | Yield |
---|---|
In ethanol for 6h; Reflux; | 100% |
With cerium(III) chloride heptahydrate In ethanol at 70℃; for 2h; Green chemistry; diastereoselective reaction; | 94% |
In methanol at 20℃; | 94% |
benzoic acid hydrazide
Conditions | Yield |
---|---|
With acetic acid In methanol for 72h; Ambient temperature; | 100% |
2-phenacyl-1H-benzimidazole
benzoic acid hydrazide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 10h; Condensation; cyclization; Heating; | 100% |
Conditions | Yield |
---|---|
at 25 - 30℃; for 1h; Solid phase reaction; condensation; | 100% |
With phosphoric acid In ethanol for 0.166667h; microwave irradiation; | 93% |
With trifluoroacetic acid In ethanol Reflux; | 86% |
Conditions | Yield |
---|---|
at 25 - 30℃; for 1h; Solid phase reaction; condensation; | 100% |
In ethanol at 80℃; | 85% |
In ethanol at 40℃; | 83% |
With trifluoroacetic acid In ethanol Reflux; | 75% |
In ethanol Reflux; |
Conditions | Yield |
---|---|
With sulfuric acid In water | 100% |
Conditions | Yield |
---|---|
100% |
1-Dodecyl-1H-indole-2,3-dione
benzoic acid hydrazide
N'-[(3Z)-1-(1-dodecyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide
Conditions | Yield |
---|---|
With acetic acid In tetrahydrofuran; ethanol at 20℃; for 24h; | 100% |
1-(2-cyclohexylethyl)-isatin
benzoic acid hydrazide
N'-[(3Z)-1-(2-cyclohexylethyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide
Conditions | Yield |
---|---|
With acetic acid In tetrahydrofuran; ethanol at 20℃; for 24h; | 100% |
2,2-dimethyl-4-pentenal
benzoic acid hydrazide
N-(2,2-dimethylpent-4-enylidene)benzohydrazide
Conditions | Yield |
---|---|
With acetic acid In methanol Reflux; | 100% |
Conditions | Yield |
---|---|
at 202℃; under 9600.96 Torr; for 0.0666667h; Microwave irradiation; neat (no solvent); | 100% |
With Tb3+-EDTA complex covalently bonded on magnetic nanoparticles In ethanol at 75℃; for 1h; Green chemistry; | 82% |
3,5-dimethoxybenzaldehdye
benzoic acid hydrazide
(E)-N'-(3,5-dimethoxybenzylidene)benzohydrazide
Conditions | Yield |
---|---|
at 20℃; for 2h; Neat (no solvent); Ball-milling; | 100% |
In ethanol Reflux; |
benzoic acid hydrazide
β-naphthaldehyde
(E)-N'-(naphthalen-2-ylmethylene)benzohydrazide
Conditions | Yield |
---|---|
at 20℃; for 1h; Neat (no solvent); Ball-milling; | 100% |
In methanol for 2h; Reflux; |
2-[(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-oxy]-3-fluorobenzaldehyde
benzoic acid hydrazide
Conditions | Yield |
---|---|
With acetic acid In ethanol at 80℃; Inert atmosphere; | 100% |
acrylic acid n-butyl ester
benzoic acid hydrazide
dibutyl 3,3'-(2-benzoylhydrazine-1,1-diyl)dipropanoate
Conditions | Yield |
---|---|
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); silver trifluoromethanesulfonate In toluene at 100℃; for 20h; Inert atmosphere; | 100% |
IUPAC Name: Benzohydrazide
The molecular formula of Benzohydrazide (CAS NO.613-94-5) is C7H8N2O.
The molecular weight of Benzohydrazide (CAS NO.613-94-5) is 136.15.
Synonyms of Benzohydrazide (CAS NO.613-94-5): Benzoic acid, hydrazide ; Benzohydrazine
Product Categories: AMIDE;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
Apperance: white to beige needle-like crystals or powder
Index of Refraction: 1.577
EINECS: 210-363-9
Density: 1.164 g/ml
Flash Point: 139.7 °C
Boiling Point: 307.4 °C
Melting Point: 112-114 °C
BRN: 471797
Benzohydrazide (CAS NO.613-94-5) is used as chemical reagent, organic intermediates, fine chemicals, pharmaceutical research and development.
1. | scu-mus LD50:122 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 122 (1958),110. | ||
2. | scu-rbt LDLo:102 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 30 (1927),87. |
Reported in EPA TSCA Inventory.
Poison by subcutaneous route. Questionable carcinogen with experimental carcinogenic and neoplastigenic data. Violent reaction with benzeneseleninic acid. When heated to decomposition it emits toxic fumes of NOx.Safety information of Benzohydrazide (CAS NO.613-94-5):
Hazard Codes T
Risk Statements 25-36/37/38
R25 :Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS DH1575000
HS Code 29280090
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