Product Name

  • Name

    3-Hydroxyphenylurea

  • EINECS 211-860-3
  • CAS No. 701-82-6
  • Article Data7
  • CAS DataBase
  • Density 1.407 g/cm3
  • Solubility
  • Melting Point 182-184 °C
  • Formula C7H8N2O2
  • Boiling Point 313.1 °C at 760 mmHg
  • Molecular Weight 152.153
  • Flash Point 143.2 °C
  • Transport Information
  • Appearance beige fine crystalline powder
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 701-82-6 (3-Hydroxyphenylurea)
  • Hazard Symbols IrritantXi
  • Synonyms Urea,(3-hydroxyphenyl)- (9CI);Urea, (m-hydroxyphenyl)- (6CI,7CI,8CI);(3-Hydroxyphenyl)urea;1-(3-Hydroxyphenyl)urea;3-Ureidophenol;N-(3-Hydroxyphenyl)urea;NSC 14672;NSC 60733;m-Hydroxyphenylurea;
  • PSA 75.35000
  • LogP 1.65610

Synthetic route

sodium isocyanate
917-61-3

sodium isocyanate

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With acetic acid In water at 20℃; for 1h;92%
With acetic acid In water at 20 - 25℃;85%
potassium cyanate
590-28-3

potassium cyanate

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 12h; Inert atmosphere;67%
potassium cyanate
590-28-3

potassium cyanate

3-amino-phenol hydrochloride

3-amino-phenol hydrochloride

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With water
potassium cyanate
590-28-3

potassium cyanate

water
7732-18-5

water

3-aminophenol hydrochloride
51-81-0

3-aminophenol hydrochloride

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

3-Carboxyphenol
99-06-9

3-Carboxyphenol

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.08 h / 0 °C / Inert atmosphere
2: sodium azide; dmap / toluene; N,N-dimethyl-formamide / Inert atmosphere
3: ammonium hydroxide / toluene; N,N-dimethyl-formamide; water / 90 °C / Inert atmosphere
View Scheme
C19H15O4P

C19H15O4P

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium azide; dmap / toluene; N,N-dimethyl-formamide / Inert atmosphere
2: ammonium hydroxide / toluene; N,N-dimethyl-formamide; water / 90 °C / Inert atmosphere
View Scheme
3-hydroxy-benzoyl azide
89975-51-9

3-hydroxy-benzoyl azide

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With ammonium hydroxide In water; N,N-dimethyl-formamide; toluene at 90℃; Curtius Rearrangement; Inert atmosphere;107 mg
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

4-amino-2-hydroxybenzamide
5985-89-7

4-amino-2-hydroxybenzamide

Conditions
ConditionsYield
With aluminium trichloride for 0.075h; Fries rearrangement; microwave irradiation;94%
1-bromo-hexane
111-25-1

1-bromo-hexane

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N-carbamoyl-m-aminohexyloxybenzene

N-carbamoyl-m-aminohexyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In methanol for 48h; Heating;85%
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

1-benzyl-3,5-dichloro-6-methylpyrazin-2(1H)-one
173200-35-6

1-benzyl-3,5-dichloro-6-methylpyrazin-2(1H)-one

1-(4-benzyl-6-chloro-5-methyl-3-oxo-3,4-dihydropyrazin-2-yl)-3-(3-hydroxyphenyl)urea

1-(4-benzyl-6-chloro-5-methyl-3-oxo-3,4-dihydropyrazin-2-yl)-3-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,2-dimethoxyethane at 80 - 100℃; Microwave irradiation;84%
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-(3,4,5-trimethoxyphenyl)-2-oxoacetaldehyde
150114-69-5

2-(3,4,5-trimethoxyphenyl)-2-oxoacetaldehyde

1-(3-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)imidazolidine-2,4-dione

1-(3-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)imidazolidine-2,4-dione

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water at 50℃; for 1h;80%
With hydrogenchloride; acetic acid In water at 50℃; for 1h;80%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N-carbamoyl-m-aminotetradecyloxybenzene

N-carbamoyl-m-aminotetradecyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In methanol for 48h; Heating;79%
1-bromo dodecane
112-29-8

1-bromo dodecane

1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N-carbamoyl-aminodecyloxybenzene

N-carbamoyl-aminodecyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In methanol for 48h; Heating;70%
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

licochalcone A
87080-27-1, 58749-22-7

licochalcone A

6-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-4-(4-hydroxyphenyl)-1-(3-hydroxyphenyl)-5,6-dihydropyrimidin-2-one

6-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-4-(4-hydroxyphenyl)-1-(3-hydroxyphenyl)-5,6-dihydropyrimidin-2-one

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide; toluene at 80℃; for 6h;52.75%
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

tris(3-ureylphenyl) phosphite
222610-52-8

tris(3-ureylphenyl) phosphite

Conditions
ConditionsYield
With triethylamine; phosphorus trichloride In chloroform; N,N-dimethyl-formamide at 0 - 20℃;30%
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

C16H14N2O3

C16H14N2O3

Conditions
ConditionsYield
In ethanol; N,N-dimethyl-formamide for 7h; Sealed tube; Reflux;26%
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

cinnamoyl chloride
102-92-1

cinnamoyl chloride

(3-cinnamoyloxy-phenyl)-urea

(3-cinnamoyloxy-phenyl)-urea

Conditions
ConditionsYield
With sodium hydroxide; diethyl ether
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

benzoyl chloride
98-88-4

benzoyl chloride

(3-benzoyloxy-phenyl)-urea

(3-benzoyloxy-phenyl)-urea

Conditions
ConditionsYield
With pyridine
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

aniline
62-53-3

aniline

1-(3-hydroxyphenyl)-3-phenylurea
13142-80-8

1-(3-hydroxyphenyl)-3-phenylurea

Conditions
ConditionsYield
at 180 - 190℃;
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

N,N'-bis(3-hydroxyphenyl)urea
3746-46-1

N,N'-bis(3-hydroxyphenyl)urea

Conditions
ConditionsYield
at 180 - 190℃;
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

3-chloro-4-(methylamino)aniline
6085-54-7

3-chloro-4-(methylamino)aniline

{6-[(E)-3-Chloro-4-methylamino-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea
56331-10-3

{6-[(E)-3-Chloro-4-methylamino-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

4-amino-N-ethyl-N-(carbamylmethyl)-aniline
2628-69-5

4-amino-N-ethyl-N-(carbamylmethyl)-aniline

C17H19N5O3
55302-77-7

C17H19N5O3

Conditions
ConditionsYield
(i) acetone, H2O, aq. NH3, (ii) aq. (NH4)2S2O8; Multistep reaction;
With ammonium hydroxide; ammonium peroxydisulfate In acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-(4-amino-2-chloro-anilino)-ethanol
26849-78-5

2-(4-amino-2-chloro-anilino)-ethanol

{6-[(Z)-3-Chloro-4-(2-hydroxy-ethylamino)-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea
56330-90-6

{6-[(Z)-3-Chloro-4-(2-hydroxy-ethylamino)-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

3-methyl-4-amino-N-ethyl-N-(carbamoylmethyl)aniline
46409-67-0

3-methyl-4-amino-N-ethyl-N-(carbamoylmethyl)aniline

C18H21N5O3
55303-74-7

C18H21N5O3

Conditions
ConditionsYield
With hydrogenchloride; ammonium peroxydisulfate
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N4-Ethyl-2-methyl-benzene-1,4-diamine; hydrochloride

N4-Ethyl-2-methyl-benzene-1,4-diamine; hydrochloride

{6-[(Z)-4-Ethylamino-2-methyl-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea
56330-24-6

{6-[(Z)-4-Ethylamino-2-methyl-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-[(4-Amino-3-methyl-phenyl)-ethyl-amino]-acetamide; hydrochloride

2-[(4-Amino-3-methyl-phenyl)-ethyl-amino]-acetamide; hydrochloride

C18H21N5O3
55303-74-7

C18H21N5O3

Conditions
ConditionsYield
(i) iPrOH, aq. NH3, (ii) aq. (NH4)2S2O8; Multistep reaction;
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-chloro-4-amino-N-methyl aniline sulfate

2-chloro-4-amino-N-methyl aniline sulfate

{6-[(E)-3-Chloro-4-methylamino-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea
56331-10-3

{6-[(E)-3-Chloro-4-methylamino-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-[(4-Amino-2-methyl-phenyl)-methyl-amino]-ethanol; compound with sulfuric acid

2-[(4-Amino-2-methyl-phenyl)-methyl-amino]-ethanol; compound with sulfuric acid

C17H20N4O3
55303-75-8

C17H20N4O3

Conditions
ConditionsYield
(i) acetone, H2O, aq. NH3, (ii) aq. (NH4)2S2O8; Multistep reaction;
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-(4-Amino-2-chloro-phenylamino)-ethanol; compound with sulfuric acid

2-(4-Amino-2-chloro-phenylamino)-ethanol; compound with sulfuric acid

{6-[(Z)-3-Chloro-4-(2-hydroxy-ethylamino)-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea
56330-90-6

{6-[(Z)-3-Chloro-4-(2-hydroxy-ethylamino)-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N-[2-(4-Amino-2-methyl-phenylamino)-ethyl]-acetamide; compound with sulfuric acid

N-[2-(4-Amino-2-methyl-phenylamino)-ethyl]-acetamide; compound with sulfuric acid

N-(2-{2-Methyl-4-[4-oxo-2-ureido-cyclohexa-2,5-dien-(Z)-ylideneamino]-phenylamino}-ethyl)-acetamide

N-(2-{2-Methyl-4-[4-oxo-2-ureido-cyclohexa-2,5-dien-(Z)-ylideneamino]-phenylamino}-ethyl)-acetamide

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N-[2-(4-Amino-2-chloro-phenylamino)-ethyl]-methanesulfonamide; compound with sulfuric acid

N-[2-(4-Amino-2-chloro-phenylamino)-ethyl]-methanesulfonamide; compound with sulfuric acid

N-(2-{2-Chloro-4-[4-oxo-2-ureido-cyclohexa-2,5-dien-(Z)-ylideneamino]-phenylamino}-ethyl)-methanesulfonamide

N-(2-{2-Chloro-4-[4-oxo-2-ureido-cyclohexa-2,5-dien-(Z)-ylideneamino]-phenylamino}-ethyl)-methanesulfonamide

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

N4-Ethyl-2-methyl-benzene-1,4-diamine

N4-Ethyl-2-methyl-benzene-1,4-diamine

{6-[(Z)-4-Ethylamino-2-methyl-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea
56330-24-6

{6-[(Z)-4-Ethylamino-2-methyl-phenylimino]-3-oxo-cyclohexa-1,4-dienyl}-urea

Conditions
ConditionsYield
With ammonium peroxydisulfate In water; acetone at 0℃;
1-(3-hydroxyphenyl)urea
701-82-6

1-(3-hydroxyphenyl)urea

2-[(4-Amino-2-methyl-phenyl)-methyl-amino]-ethanol

2-[(4-Amino-2-methyl-phenyl)-methyl-amino]-ethanol

C17H20N4O3
55303-75-8

C17H20N4O3

Conditions
ConditionsYield
With ammonium hydroxide; ammonium peroxydisulfate In acetone

3-Hydroxyphenylurea Specification

The Urea,N-(3-hydroxyphenyl)-, with the CAS registry number 701-82-6, is also known as m-Hydroxyphenylurea. Its EINECS registry number is 211-860-3. This chemical's molecular formula is C7H8N2O2 and molecular weight is 152.15. What's more, its systematic name is called 1-(3-Hydroxyphenyl)urea. It is beige fine crystalline powder. This chemical should be kept in a cold, airtight and dry place.

Physical properties about Urea,N-(3-hydroxyphenyl)- are: (1) ACD/LogP: 0.36; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 0.36; (4) ACD/LogD (pH 7.4): 0.36; (5) ACD/BCF (pH 5.5): 1.11; (6) ACD/BCF (pH 7.4): 1.11; (7) ACD/KOC (pH 5.5): 37.57; (8) ACD/KOC (pH 7.4): 37.39; (9)#H bond acceptors: 4; (10) #H bond donors: 4 ; (11) #Freely Rotating Bonds: 2; (12) Polar Surface Area: 32.78 Å2; (13) Index of Refraction: 1.689; (14) Molar Refractivity: 41.3 cm3; (15) Molar Volume: 108.1 cm3; (16) Surface Tension: 72.3 dyne/cm; (17) Density: 1.407 g/cm3; (18) Flash Point: 143.2 °C; (19) Enthalpy of Vaporization: 57.62 kJ/mol; (20) Boiling Point: 313.1 °C at 760 mmHg; (21) Vapour Pressure: 0.000276 mmHg at 25 °C; (22) Melting Point: 182-184 °C.

Uses of Urea,N-(3-hydroxyphenyl)-: it is used to produce other chemicals. For example, it is used to produce Phosphorous acid tris-(3-ureido-phenyl) ester. This reaction needs reagents PCl3, Et3N and solvents Dimethylformamide, CHCl3 at temperature of 0-20 °C. The yield is 30 %.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(Nc1cccc(O)c1)N
(2) InChI: InChI=1/C7H8N2O2/c8-7(11)9-5-2-1-3-6(10)4-5/h1-4,10H,(H3,8,9,11)
(3) InChIKey: IPRCBIWIPMJXIK-UHFFFAOYAH

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