Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 15h; Inert atmosphere; | 90% |
With hydrogenchloride In methanol at 20℃; for 15h; pH=2 - 5; | |
With hydrogenchloride In water |
3-methyl-1,4-benzoxazin-2-one
ethanol
A
2-oxo-propionic acid ethyl ester
B
2-aminophenol hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride for 0.25h; boiling water bath; |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 0.25h; boiling water bath; |
ethanol
3-phenyl-1,4-benzoxazin-2-one
A
phenylglyoxylic acid ethyl ester
B
2-aminophenol hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride for 0.25h; boiling water bath; |
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride In ethanol; water at 30℃; Rate constant; Mechanism; various concentration of HCl; different amounts of H2O as solvent; |
2-chloro-4,8-dimethyl-quinoline
2-aminophenol hydrochloride
2-(4,8-dimethylquinolin-2-ylamino)phenol hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water Heating; | 92% |
2-chloro-4,6-dimethylquinoline
2-aminophenol hydrochloride
2-(4,6-dimethylquinolin-2-ylamino)phenolhydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water Heating; | 86% |
2-aminophenol hydrochloride
trichloro(o-phenylenedioxy)phosphorane
2λ5,13'λ5-dispiro[benzo[1,3,2]dioxaphosphole-2,6'-dibenzo[d,d'][1,3,2,4]diazadiphospheto[2,1-b;4,3-b']bis[1,3,2]oxazaphosphole-13',2''-benzo[1,3,2]dioxaphosphole]
Conditions | Yield |
---|---|
85% |
ammonium thiocyanate
2-aminophenol hydrochloride
2-hydroxyphenylthiourea
Conditions | Yield |
---|---|
at 120 - 130℃; for 0.75h; | 83% |
Thiazole-2-carbaldehyde
2-aminophenol hydrochloride
Conditions | Yield |
---|---|
With triethylamine In toluene at 50℃; for 24h; | 81.6% |
2-chloro-4-methylquinoline
2-aminophenol hydrochloride
2-(4-methylquinolin-2-ylamino)phenol hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water Heating; | 81% |
Conditions | Yield |
---|---|
Stage #1: 2-aminophenol hydrochloride With isopentyl nitrite In ethanol at -5 - 0℃; Stage #2: toluene-4-sulfonic acid With tin(ll) chloride In ethanol at 0 - 5℃; for 1h; | 80% |
With tin(ll) chloride; isopentyl nitrite 1) EtOH, 0 deg C, 2) EtOH, 0 deg C, 30 min; Yield given. Multistep reaction; |
3-(3-phenoxybenzylamino)propionitrile
2-aminophenol hydrochloride
2-[2-(3-phenoxybenzylamino)ethyl]benzoxazole
Conditions | Yield |
---|---|
at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 80% |
3-phenoxyphenylacetonitrile
2-aminophenol hydrochloride
2-(3-phenoxybenzyl)benzoxazole
Conditions | Yield |
---|---|
at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 80% |
2-aminophenol hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-aminophenol hydrochloride With isopentyl nitrite In ethanol at -5℃; Stage #2: With tin(IV) chloride; toluene-4-sulfonic acid In ethanol at -5℃; for 1h; | 80% |
C15H11NO
2-aminophenol hydrochloride
2-[(E)-2-(3-phenoxyphenyl)vinyl]benzoxazole
Conditions | Yield |
---|---|
With hydroquinone at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 76% |
3-phenoxybenzonitrile
2-aminophenol hydrochloride
2-(3-phenoxyphenyl)benzoxazole
Conditions | Yield |
---|---|
at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 74% |
Conditions | Yield |
---|---|
In methanol Electrolysis; in electrochem. cell contg. MeOH soln. of sodium phenylmalonaldehyde ando-aminophenol hydrochloride; Cu was a sol. anode; Pt was a cathode; LiC lO4 was a background electrolyte; electrolysis was performed at 20 mA and 20 V within 4 h at room temp.; the ppt. was filtered off, washed with hot methanol, and dried in a vac.oven at 150°C; elem. anal.; | 70% |
carbon disulfide
2-aminophenol hydrochloride
benzo[d]oxazole-2-(3H)-thione
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 16h; Inert atmosphere; Reflux; | 70% |
2-aminophenol hydrochloride
ethyl 4-amino-3-cyanopyrazolo<5,1-c><1,2,4>triazine-8-carboxylate
A
9-ethoxycarbonyl-6-oxo-5,6-dihydropyrazolo<1',5':3,4><1,2,4>triazino<5,6-b><1,5>benzoxazepine
B
9-ethoxycarbonyl-6-(o-hydroxyphenyl)aminopyrazolo<1',5':3,4><1,2,4>triazino<5,6-b><1,5>benzoxazepine
Conditions | Yield |
---|---|
In acetic acid for 5h; Heating; | A 22% B 68% |
cis,trans-2,5-dimethoxytetrahydrofuran
2-aminophenol hydrochloride
2-(1H-pyrrol-1-yl)phenol
Conditions | Yield |
---|---|
With nicotinamide In 1,4-dioxane for 9h; Clauson-Kaas Synthesis; Reflux; Inert atmosphere; | 67% |
2-aminophenol hydrochloride
4-amino-3,8-bisethoxycarbonylpyrazolo<5,1-c><1,2,4>triazine
9-ethoxycarbonyl-6-oxo-5,6-dihydropyrazolo<1',5':3,4><1,2,4>triazino<5,6-b><1,5>benzoxazepine
Conditions | Yield |
---|---|
In acetic acid for 5h; Heating; | 66% |
2-aminophenol hydrochloride
7-chloro-4-(2-cyano-2-hydroxyvinyl)tetrazolo<1,5-a>quinoxaline
Conditions | Yield |
---|---|
With acetic acid for 2h; Heating; | 65% |
3-(3-phenoxyphenyl)-2-butenonitrile
2-aminophenol hydrochloride
2-[2-(3-phenoxyphenyl)propen-1-en-1-yl]benzoxazole
Conditions | Yield |
---|---|
With hydroquinone at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 64% |
2-methyl-2-(3-phenoxybenzoyloxy)propionitrile
2-aminophenol hydrochloride
1-(benzoxazol-2-yl)-1-methylethyl-3-phenoxybenzoate
Conditions | Yield |
---|---|
at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 62% |
3-(3-phenoxyphenyl)propanenitrile
2-aminophenol hydrochloride
2-[2-(3-phenoxyphenyl)ethyl]benzoxazole
Conditions | Yield |
---|---|
at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 56% |
2-aminophenol hydrochloride
methyl 2-bromo-2-(3-bromophenyl)acetate
2-(3-bromophenyl)-3,4-dihydro-2H-1,4-benzoxazin-3-one
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 24h; cyclocondensation; | 55% |
3-phenoxyphenylmethoxypropionitrile
2-aminophenol hydrochloride
2-{2-[(3-phenoxybenzyl)oxy]ethyl}benzoxazole
Conditions | Yield |
---|---|
at 190 - 200℃; Neat (no solvent); Sealed ampoule; | 51% |
2-aminophenol hydrochloride
ethyl 3-amino-4,5-diphenyl-1(H)-pyrrolo<2,3-c>pyridazine-2-carboxylate
3,4-diphenyl-11-oxo-10,11-dihydro-12H-pyridazino<4',3':4,5>pyrrolo<3,2-b>benzoxazepine
Conditions | Yield |
---|---|
In acetic acid for 5h; Heating; | 50% |
Conditions | Yield |
---|---|
With CH3COOH In 1,4-dioxane; methanol to a mixt. of methanol solns. of sodium phenylmalonaldehyde and o-aminophenol hydrochloride was added a 1:1 methanol-dioxane mixt. to dissolve the ppt. and then soln. of Cu-contg. compd. with 2-3 drops of AcOH to supress hydrolysis; the ppt. was filtered out, washed with methanol, and dried in a vac. oven at 120°C; elem. anal.; | 50% |
copper diacetate
nitromalondialdehyde sodium salt
2-aminophenol hydrochloride
Conditions | Yield |
---|---|
With CH3COOH In 1,4-dioxane; methanol to a mixt. of methanol solns. of sodium nitromalonaldehyde and o-aminophenol hydrochloride was added a 1:1 methanol-dioxane mixt. to dissolve the ppt. and then soln. of Cu-contg. compd. with 2-3 drops of AcOH to supress hydrolysis; the ppt. was filtered out, washed with methanol, and dried in a vac. oven at 120°C; elem. anal.; | 50% |
water
2-aminophenol hydrochloride
nickel diacetate
Conditions | Yield |
---|---|
With CH3COOH; KOH In 1,4-dioxane; methanol to a mixt. of methanol solns. of sodium phenylmalonaldehyde and o-aminophenol hydrochloride was added a 1:1 methanol-dioxane mixt. to dissolve the ppt. and then soln. of Ni-contg. compd. with 2-3 drops of AcOH to supress hydrolysis; addn. of KOH in MeOH; the ppt. was filtered out, washed with methanol, and dried in a vac. oven at 120°C; elem. anal.; | 50% |
2-aminophenol hydrochloride
urea
A
2-Benzoxazolinone
B
n-(2-hydroxy-benzene)-urea
C
N-(o-hydroxyphenyl)biuret
Conditions | Yield |
---|---|
at 175℃; for 2h; | A 49% B 1% C 0.4% |
2-aminophenol hydrochloride
Conditions | Yield |
---|---|
at 220 - 250℃; for 10h; Sealed tube; | 36% |
Molecular formula :C6H7NO
Molar mass :109.13 g/mol
Appearance :White orthorhombic pyramidal needles
Density :1.328 g/cm3
Melting point :174 °C
Solubility in WATER:slightly soluble in cold WATER, soluble in hot WATER
it is an amphoteric molecule and a reducing agent.
It is industrially synthesized by reducing the corresponding nitrophenol by hydrogen in the presence of various catalysts.
RTECS SJ6069000
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