2-ethyl-4-oxo-1,3-benzoxazinium perchlorate
1,2-diamino-benzene
A
2-Ethyl-1H-benzoimidazole; compound with perchloric acid
B
salicylamide
Conditions | Yield |
---|---|
at 100℃; for 0.0833333h; | A 100% B n/a |
methyl thiosalicylate
salicylamide
Conditions | Yield |
---|---|
With ammonia In dichloromethane at 20℃; for 6h; | 100% |
salicylamide
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at 20℃; for 0.0166667h; | 98% |
2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate
1,2-diamino-benzene
A
2-(methyl)benzimidazolium perchlorate
B
salicylamide
Conditions | Yield |
---|---|
at 100℃; for 0.0833333h; Product distribution; Mechanism; other 1,3-heterocyclic cations, other 1,4-binucleophiles; | A 97% B 96% |
at 100℃; for 0.0833333h; | A 97% B 96% |
Conditions | Yield |
---|---|
With ammonia In methanol at 50℃; for 16h; Sealed tube; | 94% |
With sodium metabisulfite; ammonium hydroxide at 40℃; for 8h; Reagent/catalyst; Temperature; | 93.5% |
With ammonia In aq. buffer at 45 - 50℃; under 760.051 Torr; for 1h; Reagent/catalyst; Temperature; | 86.2% |
Conditions | Yield |
---|---|
With water at 150℃; under 5171.62 - 6205.94 Torr; for 0.5h; Inert atmosphere; Microwave irradiation; | 93% |
With Acetaldehyde oxime; [(eta.(5)-pentamethylcyclopentadienyl)Rh(H2O)3](OTf)2 In water at 50℃; for 6h; Schlenk technique; | 86% |
With N-ethyl-N-hydroxy-ethanamine; water; copper diacetate In ethanol at 35℃; for 3h; | 85% |
salicylamide
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 2h; Heating; | 92% |
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In acetonitrile for 0.0652778h; Microwave irradiation; | 92% |
With hydroxylamine hydrochloride; methanesulfonyl chloride In neat (no solvent) at 70℃; for 3.5h; | 91% |
With triacetonitrile 4′-(4-chlorophenyl)-2,2′:6′,2″-terpyridine ruthenium(II) nitrate; hydroxylamine hydrochloride; sodium acetate In water at 100℃; for 12h; Inert atmosphere; | 75% |
2,2-dimethyl-4-(2-oxo-1H-pyrid-1-yl)oxy-2H-1,3-benzoxazine
A
2-hydroxy-pyridine N-oxide
B
salicylamide
Conditions | Yield |
---|---|
With hydrogenchloride for 3h; Product distribution; Ambient temperature; | A 90% B n/a |
Conditions | Yield |
---|---|
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1h; | 90% |
With hydroxylamine hydrochloride; zinc(II) oxide at 140℃; for 2h; Beckmann rearrangement; | 80% |
With hydroxylamine hydrochloride; titanium(IV) oxide at 140℃; for 3h; Beckmann rearrangement; | 80% |
Stage #1: 2-methyl-benzyl alcohol With aluminum oxide; methanesulfonic acid at 100℃; Beckmann rearrangement; Stage #2: With hydroxylamine hydrochloride at 140℃; for 2.5h; | 80 % Spectr. |
Conditions | Yield |
---|---|
With Cu(II) on nano silica functionalized triazine dendrimer In water at 20℃; for 0.8h; Beckmann Rearrangement; Green chemistry; | 90% |
With toluene-4-sulfonic acid; 1,2-bis-(diphenylphosphino)ethane; carbonyl(dihydro)tris(triphenylphosphine)ruthenium(II) In 1,4-dioxane Heating; | 82% |
With C82H80N4O6; mercury dichloride In tetrahydrofuran; water; toluene at 20℃; for 6.5h; Beckmann Rearrangement; | 81% |
salicylamide
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 0.0833333h; Microwave irradiation; Green chemistry; | 89% |
Conditions | Yield |
---|---|
With sodium persulfate; palladium diacetate In 1,4-dioxane at 80℃; for 16h; Inert atmosphere; | 88% |
2-(o-hydroxyphenyl)-4-oxo-1,3-benzoxazinium perchlorate
naphthalene-1,8-diamine
A
2-(1H-Perimidin-2-yl)-phenol; compound with perchloric acid
B
salicylamide
Conditions | Yield |
---|---|
at 20℃; for 0.166667h; | A 86% B n/a |
2-(benzyloxy)benzamide
salicylamide
Conditions | Yield |
---|---|
With methyl-phenyl-thioether; trifluoroacetic acid In toluene at 20℃; for 24h; | 83% |
Conditions | Yield |
---|---|
With water; potassium hydroxide In dimethyl sulfoxide at 20℃; for 16h; | 83% |
1,8-dimethylaminonaphthalene
2-ethyl-4-oxo-1,3-benzoxazinium perchlorate
B
salicylamide
Conditions | Yield |
---|---|
at 80℃; for 4h; | A 77% B 82% |
Conditions | Yield |
---|---|
With phosphate buffer at 30℃; for 3h; rhodococcus rhodocrous AJ270, pH 7.0; | A 80% B 5% |
With potassium phosphate buffer at 30℃; for 3h; Rhodococcus sp. AJ270 cells; | A 80.1% B 5% |
2-styryl-1,3-benzoxazinonium perchlorate
naphthalene-1,8-diamine
A
2-((E)-Styryl)-1H-perimidine; compound with perchloric acid
B
salicylamide
Conditions | Yield |
---|---|
at 80℃; for 0.0666667h; | A 80% B n/a |
hydroxybenzaldoxime
salicylamide
Conditions | Yield |
---|---|
With aluminum oxide; methanesulfonic acid at 140℃; for 2.5h; Beckmann rearrangement; | 80% |
With cerium(III) chloride; silica gel; sodium iodide for 0.1h; Beckmann rearrangement; microwave irradiation; | 79% |
Conditions | Yield |
---|---|
With 1H-imidazole; ammonium carbamate; triethylamine In N,N-dimethyl-formamide at 130℃; for 12h; Sealed tube; | 80% |
1-cyanobenzene oxide-oxepin
A
salicylonitrile
B
salicylamide
C
phenol
Conditions | Yield |
---|---|
In tetrahydrofuran; water for 48h; Heating; pH=7; | A 75% B 18% C 7% |
Conditions | Yield |
---|---|
With piperazine In N,N-dimethyl acetamide at 150℃; for 8h; Substitution; Demethylation; | 74% |
Conditions | Yield |
---|---|
With zirconium(IV) oxychloride; urea at 80℃; for 0.0111111h; Sealed tube; Microwave irradiation; | 73% |
With ammonium carbonate; ortho-tungstic acid; zinc(II) oxide In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 8h; | 73.7% |
With pyridine; urea for 0.00555556h; microwave irradiation; | 70% |
2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate
1,2-(N,N'-dimethyl)-5-triphenylmethylphenylenediamine
B
salicylamide
Conditions | Yield |
---|---|
at 120℃; for 0.25h; | A 71% B n/a |
2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate
2-amino-4-methyl-N-methylaminobenzene
B
salicylamide
Conditions | Yield |
---|---|
at 100℃; for 0.0833333h; | A 63% B n/a |
Conditions | Yield |
---|---|
With samarium diiodide; phosphoric acid In tetrahydrofuran; methanol for 0.000833333h; Ambient temperature; | A 59% B 40% |
Conditions | Yield |
---|---|
With oxygen; triethylamine; sodium iodide In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation; | 59% |
2-methyl-4-oxo-4H-benzo[e][1,3]oxazinium perchlorate
naphthalene-1,8-diamine
A
2-Methyl-1H-perimidine; compound with perchloric acid
B
salicylamide
Conditions | Yield |
---|---|
at 80℃; for 0.0666667h; | A 56% B n/a |
IUPAC Name: 2-Hydroxybenzamide
Molecular Formula: C7H7NO2
Molecular Weight: 137.14 g/mol
SMILES: O=C(c1ccccc1O)N Copy
InChI: InChI=1/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10)
EINECS: 200-609-3
Classification Code: Analgesic; Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Antirheumatic Agents; Drug / Therapeutic Agent; Peripheral Nervous System Agents; Reproductive Effect; Sensory System Agents; Skin / Eye Irritant
Index of Refraction: 1.612
Molar Refractivity: 37.06 cm3
Molar Volume: 106.5 cm3
Surface Tension: 60.1 dyne/cm
Density: 1.286 g/cm3
Flash Point: 146.3 °C
Enthalpy of Vaporization: 58.21 kJ/mol
Boiling Point: 318.3 °C at 760 mmHg
Melting Point: 140-144 °C(lit.)
solubility: methanol: 0.1 g/mL, clear
Water Solubility: <0.1 g/100 mL at 20 °C
Stability: Stable. Light sensitive. Incompatible with strong bases, strong oxidizing agents.
Vapour Pressure of Salicylamide (CAS NO.65-45-2): 0.000195 mmHg at 25 °C
Salicylamide (CAS NO.65-45-2) is used in combination with both aspirin and caffeine in the over-the-counter pain remedy known as BC Powder.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951. |
cat | LDLo | oral | 150mg/kg (150mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955. | |
dog | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951. |
guinea pig | LD50 | oral | 1730mg/kg (1730mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958. |
guinea pig | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951. |
mouse | LD50 | intraperitoneal | 180mg/kg (180mg/kg) | Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972. | |
mouse | LD50 | intravenous | 313mg/kg (313mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951. |
mouse | LD50 | oral | 300mg/kg (300mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955. | |
mouse | LD50 | subcutaneous | 300mg/kg (300mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958. | |
rabbit | LD50 | oral | 3200mg/kg (3200mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 572, 1955. | |
rabbit | LDLo | intraperitoneal | 1gm/kg (1000mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 101, Pg. 119, 1951. |
rat | LD50 | intraperitoneal | 600mg/kg (600mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 450, 1953. | |
rat | LD50 | oral | 980mg/kg (980mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958. |
Hazard Codes: Xn
Risk Statements: 22-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: 3249
WGK Germany: 3
RTECS: VN6475000
HazardClass: 6.1(b)
PackingGroup of Salicylamide (CAS NO.65-45-2): III
Salicylamide (CAS NO.65-45-2), its Synonyms are 2-Hydroxybenzamide ; Benzamide, 2-hydroxy- ; 2-Carbamoylphenol ; 2-Carboxamidophenol ; Acket ; Afko-Sal ; Algamon ; Algiamida ; Allevin ; Amid kyseliny salicylove ; o-Hydroxybenzamide . It is odorless white or slightly pink crystals and bitter taste, leaves a sensation of warmth on the tongue.
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