Conditions | Yield |
---|---|
With ammonia at -30℃; under 300.024 Torr; Addition; solid-gas reaction; | 100% |
With ammonium hydroxide In water; acetonitrile at 20℃; for 3h; | 100% |
With ammonia In 1,2-dimethoxyethane | 99% |
Conditions | Yield |
---|---|
With hydrazine at 25℃; for 0.166667h; | 95% |
With sodium hydroxide In water at 80℃; | 92.2% |
With sodium hydroxide at 98℃; for 0.166667h; | 90% |
Conditions | Yield |
---|---|
With ethanol for 0.0125h; Microwave irradiation; Neat (no solvent); | 94% |
Heating; | 75% |
With water at 100℃; Ausziehen den Salmiak durch kaltes Wasser und Umkrystallisieren das Umgeloeste aus siedendem Alkohol; |
Conditions | Yield |
---|---|
Stage #1: aniline; 3-methyl-1-(methyldithiocarbonyl)imidazolium iodide In ethanol Substitution; Heating; Stage #2: With ammonia In ethanol for 3h; Substitution; | 94% |
Conditions | Yield |
---|---|
With dibenzyl ether Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
Stage #1: ammonium thiocyanate With benzoyl chloride In acetone at 70℃; for 0.25h; Stage #2: aniline In acetone Heating; Stage #3: With sodium hydroxide at 90℃; for 0.333333h; | 82% |
Conditions | Yield |
---|---|
With ammonium hydroxide; trimethylbenzylammonium bromide; triethylamine In ethyl acetate for 2.5h; Heating; | 80% |
With ethanol; ammonia at 100℃; | |
Multi-step reaction with 2 steps 1: hydrogen chloride 2: alcohol; ammonia View Scheme |
monophenylthiourea
Conditions | Yield |
---|---|
With hydrogen sulfide In tetrahydrofuran at 90℃; for 4h; | 78% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 90℃; for 20h; | A 27% B 73% |
Conditions | Yield |
---|---|
In acetone for 18h; Reflux; | 73% |
Conditions | Yield |
---|---|
With ammonium thiocyanate In ethanol for 0.166667h; Heating; | 72% |
Conditions | Yield |
---|---|
Stage #1: aniline; Benzoyl isothiocyanate In dichloromethane at 20℃; for 12h; Stage #2: With sodium hydroxide In tetrahydrofuran; water for 2h; Reflux; | 72% |
Conditions | Yield |
---|---|
In toluene for 18h; Heating; | 71% |
1H-imidazole-1-carbodithioic acid methyl ester
aniline
monophenylthiourea
Conditions | Yield |
---|---|
Stage #1: 1H-imidazole-1-carbodithioic acid methyl ester; aniline In ethanol Substitution; Heating; Stage #2: With ammonia In ethanol for 4.5h; Substitution; | 66% |
trifluoroacetyl isothiocyanate
aniline
A
2,2,2-trifluoro-N-phenylacetamide
B
monophenylthiourea
Conditions | Yield |
---|---|
In tetrahydrofuran | A 58.8% B 35% |
In tetrahydrofuran |
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; sodium ascorbate; sodium t-butanolate In dimethyl sulfoxide at 130℃; for 12h; | 55% |
ammonium N-phenyldithiocarbamate
1-(4-methoxy-phenyl)-3-phenyl-propynone
A
(Z,Z)-3,3'-Thiodi(1-p-methoxyphenyl-3-phenyl-prop-2-ene-1-one)
B
monophenylthiourea
Conditions | Yield |
---|---|
In ethanol Ambient temperature; | A 50% B 20% |
phenyldithiocarbamic acid triethylamine salt
monophenylthiourea
Conditions | Yield |
---|---|
Stage #1: phenyldithiocarbamic acid triethylamine salt With ammonia In water; acetonitrile at 0℃; for 0.5h; Stage #2: With C13H16N2(2+)*2Br3(1-) In water; acetonitrile at 0 - 20℃; for 6h; | 42% |
With [bis(acetoxy)iodo]benzene; ammonia In water; acetonitrile for 0.5h; Cooling with ice; | |
With 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide; ammonia In water; acetonitrile at 20℃; Cooling with ice; |
p-chlorobenzoylphenylacetylene
ammonium N-phenyldithiocarbamate
A
(E,Z)-3,3'-Thiodi(1-p-chlorophenyl-3-phenylprop-2-en-1-one)
B
(Z,Z)-3,3'-Thiodi(1-p-chlorophenyl-3-phenyl-prop-2-ene-1-one)
C
monophenylthiourea
Conditions | Yield |
---|---|
In ethanol Ambient temperature; | A 20% B 30% C 15% |
Conditions | Yield |
---|---|
With hydrogenchloride In water Reflux; | 30% |
Stage #1: aniline With hydrogenchloride In water Heating; Stage #2: ammonium thiocyanate In water Reflux; |
1-phenyl-4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H)thione
A
6,6-dimethyl-4-(phenylamino)-5,6-dihydropyridine-2(1H)-thione
B
monophenylthiourea
Conditions | Yield |
---|---|
at 140 - 160℃; for 3.5h; | A 12% B 11% |
Conditions | Yield |
---|---|
With chlorobenzene |
ethanol
1-[(E)-benzylideneamino]-2,2,2-trichloroethanol
phenyl isothiocyanate
A
benzaldehyde
B
chloral
C
monophenylthiourea
Conditions | Yield |
---|---|
at 160 - 175℃; | |
at 160 - 175℃; beim Behandeln von Anilin-hydrochlorid; | |
at 160 - 165℃; |
ethanol
2,4-dinitro-phenyl thiocyanate
aniline
A
bis(2,4-dinitrophenyl) disulphide
B
N-phenyl-2,4-dinitroaniline
C
bis-(2,4-dinitro-phenyl)-sulfide
D
monophenylthiourea
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
at 40℃; |
Conditions | Yield |
---|---|
at 150℃; |
4-Nitrophenacyl bromide
monophenylthiourea
4-(4-nitrophenyl)-N-phenyl-1,3-thiazol-2-amine
Conditions | Yield |
---|---|
With sodium hydrogen sulfate In water at 20℃; for 0.0833333h; Hantzsch reaction; regioselective reaction; | 100% |
With (2-hydroxyethyl)trimethylazanium urea chloride In water at 20℃; for 0.333333h; Reagent/catalyst; | 97% |
With sodium fluoride In methanol; water at 20℃; | 97% |
Conditions | Yield |
---|---|
at 70℃; for 1h; | 100% |
monophenylthiourea
Conditions | Yield |
---|---|
In acetone for 0.5h; Heating; | 100% |
monophenylthiourea
Conditions | Yield |
---|---|
In acetone for 0.5h; Heating; | 100% |
3'-nitro-2-bromoacetophenone
monophenylthiourea
[4-(3-nitrophenyl)thiazol-2-yl]phenylamine
Conditions | Yield |
---|---|
In ethanol at 20℃; for 2h; Hantzsch Thiazole Synthesis; | 100% |
In ethanol at 80℃; | 100% |
In water at 20℃; for 1.5h; | 90% |
In ethanol at 20℃; for 2h; Hantzsch Thiazole Synthesis; | 5.22 g |
methyl 4-(2-chloroacetyl)-1H-pyrrole-2-carboxylate
monophenylthiourea
methyl 4-(2-(phenylamino)thiazol-4-yl)-1H-pyrrole-2-carboxylate
Conditions | Yield |
---|---|
With sodium acetate; acetic acid Reflux; | 100% |
Conditions | Yield |
---|---|
With quinolinium monofluorochromate(VI) In acetonitrile for 1.5h; Heating; | 99% |
With bismuth(III) nitrate In acetonitrile for 0.333333h; Heating; | 98% |
With 3-carboxypyridinium chlorochromate In acetonitrile for 0.0333333h; Product distribution; Further Variations:; Reagents; Temperatures; without microwave irradiation; solvent-free; microwave irradiation; | 98% |
N,N-dimethyl-formamide dimethyl acetal
monophenylthiourea
1-<(Dimethylamino)methylene>-3-phenyl-2-thiourea
Conditions | Yield |
---|---|
at 100℃; for 1h; | 99% |
In dichloromethane | 94% |
In methanol at 20℃; | 79% |
In ethanol for 1.5h; Reflux; | 72% |
(heating); |
2,5-dihydroxy-3,4,6,7-tetrachloro-2,3-dihydrobenzofuran
monophenylthiourea
2,3,5-Trichloro-6-(2-phenylamino-thiazol-5-yl)-benzene-1,4-diol
Conditions | Yield |
---|---|
In ethanol for 2h; Heating; | 99% |
Conditions | Yield |
---|---|
In ethanol at 50℃; for 0.0833333h; microwave irradiation; | 98% |
With sodium fluoride In methanol; water at 20℃; | 98% |
In water at 20℃; for 1h; | 96% |
Conditions | Yield |
---|---|
With copper(l) iodide; sodium hydroxide In dimethyl sulfoxide at 90℃; for 2h; | 98% |
With polystyrne-bound selenoxide In methanol for 24h; Heating; | 85% |
With KO2 In pyridine at 60℃; | 82% |
3-bromoacetylcoumarin
monophenylthiourea
3‑(2‑(phenylamino)thiazol‑4‑yl)‑2H‑chromen‑2‑one
Conditions | Yield |
---|---|
With sodium fluoride In methanol; water at 20℃; | 98% |
In water at 25℃; for 0.0125h; Sonication; Green chemistry; | 94% |
at 20℃; for 0.25h; Neat (no solvent); grinding; | 85% |
4-(bromoacetyl)toluene
monophenylthiourea
2-phenylamino-4(4'-methylphenyl)thiazole
Conditions | Yield |
---|---|
With sodium fluoride In methanol; water at 20℃; | 98% |
With Nafion-H In water; ethylene glycol at 50℃; for 0.166667h; | 97% |
In water at 25℃; for 0.00555556h; Sonication; Green chemistry; | 91% |
para-bromophenacyl bromide
monophenylthiourea
4-(4-bromophenyl)-N-phenyl-1,3-thiazol-2-amine
Conditions | Yield |
---|---|
With sodium fluoride In methanol; water at 20℃; | 98% |
With (2-hydroxyethyl)trimethylazanium urea chloride In water at 20℃; for 0.333333h; Reagent/catalyst; | 93% |
In water at 25℃; for 0.00833333h; Sonication; Green chemistry; | 93% |
4-methyl-5-chloromethyl-imidazole hydrochloride
monophenylthiourea
1-phenyl-2-(4-methyl-5-imidazolylmethyl)isothiourea dihydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 0.0833333h; Ambient temperature; | 98% |
formaldehyd
2-(trifluoromethyl)benzenamine
monophenylthiourea
1-phenyl-5-(2-trifluoromethyl-phenyl)-[1,3,5]triazinane-2-thione
Conditions | Yield |
---|---|
In water for 0.0138889h; microwave irradiation; | 98% |
2-bromo-1-phenyl-1-propanone
monophenylthiourea
5-methyl-4-phenyl-2-(N-phenylamino)thiazole
Conditions | Yield |
---|---|
In ethylene glycol at 20℃; for 0.416667h; | 98% |
In ethanol at 50℃; for 0.0833333h; microwave irradiation; | 97% |
In N,N-dimethyl-formamide at 80℃; for 0.0833333h; | 40% |
desyl bromide
monophenylthiourea
2-phenylamino-4,5-diphenyl-1,3-thiazole
Conditions | Yield |
---|---|
In ethanol at 50℃; for 0.0833333h; microwave irradiation; | 98% |
Conditions | Yield |
---|---|
In ethanol at 80℃; | 98% |
In water at 20℃; for 2h; | 90% |
2-Bromo-4'-methoxyacetophenone
monophenylthiourea
4-(4-methoxyphenyl)-N-phenyl-1,3-thiazol-2-amine
Conditions | Yield |
---|---|
In ethylene glycol at 20℃; for 0.0833333h; | 98% |
In water at 20℃; for 1h; | 96% |
With sodium hydrogen sulfate In water at 20℃; for 0.916667h; Hantzsch reaction; regioselective reaction; | 95% |
Conditions | Yield |
---|---|
With sodium fluoride In methanol; water at 20℃; | 98% |
In ethylene glycol at 20℃; for 0.166667h; | 96% |
In water at 25℃; for 0.00694444h; Sonication; Green chemistry; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate In PEG 400 at 80℃; for 2h; | 98% |
2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanone
monophenylthiourea
N-phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amine
Conditions | Yield |
---|---|
In methanol at 90℃; under 12929 Torr; for 0.5h; Temperature; Time; Solvent; Hantzsch Thiazole Synthesis; Microwave irradiation; | 98% |
Conditions | Yield |
---|---|
In water; acetonitrile at 20℃; for 0.416667h; Solvent; Reagent/catalyst; Temperature; Time; Milling; | 98% |
methyl (2Z)-2-(bromomethyl)pent-2-enoate
monophenylthiourea
Conditions | Yield |
---|---|
In acetonitrile at 25℃; for 1h; | 98% |
monophenylthiourea
5-imino-4-phenyl-3-phenylamino-4,5-dihydro-1,2,4-thiadiazoline
Conditions | Yield |
---|---|
With polystyrene-bound diaryl telluroxide In acetic acid for 12h; Ambient temperature; | 97% |
With benzenetellurinyl trifluoromethanesulfonate In chloroform at 50℃; for 3h; | 96% |
With hydrogenchloride; dimethyl sulfoxide In water; acetone at 40℃; | 90% |
ethyl acetoacetate
benzaldehyde
monophenylthiourea
ethyl 6-methyl-1,4-diphenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In N,N-dimethyl-formamide at 20℃; for 48h; | 97% |
Stage #1: ethyl acetoacetate; benzaldehyde; monophenylthiourea In N,N-dimethyl-formamide for 1h; Biginelli Pyrimidone Synthesis; Sonication; Stage #2: With chloro-trimethyl-silane In N,N-dimethyl-formamide at 20℃; for 72h; Biginelli Pyrimidone Synthesis; | 97% |
acid medium; | 70% |
triphenyl phosphite
benzylsulfanylacetaldehyde
monophenylthiourea
[2-Benzylsulfanyl-1-(3-phenyl-thioureido)-ethyl]-phosphonic acid diphenyl ester
Conditions | Yield |
---|---|
In acetic acid 1.) 0.5h, room temp., 2.) 0.5h, 80 deg C; | 97% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In N,N-dimethyl-formamide at 20℃; for 48h; | 97% |
Product Name: 1-Phenyl-2-thiourea (103-85-5)
Molecular Formula: C7H8N2S
Molecular Weight: 152.22g/mol
Mol File: 103-85-5.mol
Appearance: white crystalline powder
Melting Point: 145-150 °C(lit.)
Boiling point: 266.7 °C at 760 mmHg
Storage Temperature: Poison room
Flash Point: 115.1 °C
Density: 1.294 g/cm3
Water Solubility: negligible
Stability: Stable. Incompatible with strong acids, strong oxidizing agents, strong bases.
Product Categories: Benzene derivatives
Synonyms of 1-Phenyl-2-thiourea (103-85-5): 1-phenyl-2-thio-ure ; alpha-Phenylthiourea ; Fenylthiomocovina ; NCI-C02017 ; phenyl-thioure ; phenylthiourea0 ; Rcra waste number P093 ; rcrawastenumberp093 .
1-Phenyl-2-thiourea (103-85-5) is used in the manufacture of rodenticides and in medical genetics.It's for the production of 2 - amino-benzothiazole, 3 - methyl-benzothiazole hydrazone such as dye intermediates. Also it's used as analytical reagent.
From the first with sulfuric acid aniline salt, and then carry out addition reaction of sodium cyanide with sulfur derived.
1-Phenyl-2-thiourea (103-85-5) is classified as extremely toxic. The probable oral lethal dose is 5-50 mg/kg or between 7 drops and 1 teaspoon for a 70 kg (150 lb.) person.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 25mg/kg (25mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | oral | 10mg/kg (10mg/kg) | Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973, | |
rabbit | LD50 | oral | 40mg/kg (40mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 4, Pg. 109, 1961. | |
rat | LD50 | intraperitoneal | 5mg/kg (5mg/kg) | ENDOCRINE: HYPERGLYCEMIA | Journal of Pharmacology and Experimental Therapeutics. Vol. 89, Pg. 186, 1947. |
rat | LD50 | oral | 3mg/kg (3mg/kg) | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 4, Pg. 109, 1961. |
NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-148 ,1978. . EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Dangerous disaster hazard; emits toxic fumes of oxides of sulfur and nitrogen when heated to decomposition. Avoid acids or acid fumes.
Safety Information of 1-Phenyl-2-thiourea (103-85-5):
Hazard Codes: T+
Risk Statements: 28-43
28: Very Toxic if swallowed
43: May cause sensitization by skin contact
Safety Statements: 28-36/37-45
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36: Wear suitable protective clothing
37: Wear suitable gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
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