Conditions | Yield |
---|---|
With sodium carbonate; triethylamine In water at 20 - 90℃; for 19h; | 99.3% |
With triethanolamine; Lac sulfur; water for 1.5h; Heating; | 85% |
With potassium hydroxide at 20℃; for 0.75h; Milling; Green chemistry; | 84% |
Conditions | Yield |
---|---|
With quinoclamine at 0℃; | 95% |
sodium trithiocarbonate
o-toluidine
A
1-methyl-2-pyridinethione
B
N,N'-di(o-tolyl)thiourea
Conditions | Yield |
---|---|
With 2-chloro-1-methyl-pyridinium iodide In dimethyl sulfoxide at 40℃; for 4h; | A n/a B 94% |
Conditions | Yield |
---|---|
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating; | 82% |
Conditions | Yield |
---|---|
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating; | 80% |
Conditions | Yield |
---|---|
With PEG-400 In water for 0.0333333h; microwave irradiation; | 77% |
carbon disulfide
o-toluidine
benzylamine
A
N,N'-di(o-tolyl)thiourea
B
N-benzyl-N'-(2-methylphenyl)thiourea
C
dibenzyl thiourea
Conditions | Yield |
---|---|
at 100℃; Ionic liquid; Green chemistry; | A 13% B 75% C 12% |
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate; 2-bromo-4,5-dimethoxy-benzamide; N,N`-dimethylethylenediamine In toluene at 20 - 120℃; Inert atmosphere; | 62% |
Conditions | Yield |
---|---|
With sodium sulfide; N-benzyl-N,N,N-triethylammonium chloride In water for 8h; Ambient temperature; | 36% |
(5-amino-[1,2,4]dithiazol-3-ylidene)-phenyl-amine
o-toluidine
N,N'-di(o-tolyl)thiourea
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With sulfur |
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With sulfur dichloride | |
With water; sulfur at 60℃; |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 1.5h; Heating; |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 2h; Heating; |
N,N'-di(o-tolyl)thiourea
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
With ethanol | |
With dihydrogen peroxide |
Conditions | Yield |
---|---|
at 150℃; |
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
das Ammonium-Salz reagiert; |
N-(o-tolyl)dithiocarbamic acid
water
A
o-tolylthiourea
B
N,N'-di(o-tolyl)thiourea
Conditions | Yield |
---|---|
das Ammonium-Salz reagiert; |
N-(o-tolyl)dithiocarbamic acid
water
A
N,N'-di(o-tolyl)thiourea
B
2-tolyl isothiocyanate
Conditions | Yield |
---|---|
das Kupfer(II)-Salz reagiert; |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 0.25h; | 100% |
N,N'-di(o-tolyl)thiourea
Conditions | Yield |
---|---|
Stage #1: N,N'-di(o-tolyl)thiourea; C8H12N2O4 In tetrahydrofuran at 25℃; for 0.5h; Cycloaddition; Stage #2: In tetrahydrofuran for 8.5h; Rearrangement; Elimination; Heating; | 96% |
Conditions | Yield |
---|---|
With dicarbonyl(cyclopentadienyl)methyliron(II); Triethoxysilane In tetrahydrofuran at 60℃; for 24h; Schlenk technique; Inert atmosphere; | 95% |
With dmap; di-tert-butyl dicarbonate In ethyl acetate at 20℃; for 0.5h; | 75% |
With diethoxydisulfane; 4 A molecular sieve In dichloromethane for 2h; Heating; | 43% |
Conditions | Yield |
---|---|
With sodium chlorite for 0.5h; Heating; further reagents; | 94% |
With potassium superoxide In dimethyl sulfoxide for 24h; Ambient temperature; | 72% |
With potassium hydroxide; dihydrogen peroxide |
N,N'-di(o-tolyl)thiourea
3-phenylcarbamoylazo-crotonic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: N,N'-di(o-tolyl)thiourea; 3-phenylcarbamoylazo-crotonic acid ethyl ester In tetrahydrofuran at 25℃; for 0.5h; Cycloaddition; Stage #2: In tetrahydrofuran for 8.5h; Rearrangement; Elimination; Heating; | 94% |
malonic acid
N,N'-di(o-tolyl)thiourea
1,3-di(2-methylphenyl)-2-thiobarbituric acid
Conditions | Yield |
---|---|
With acetyl chloride for 0.0125h; Irradiation; | 92% |
With chloroform; acetyl chloride |
N,N'-di(o-tolyl)thiourea
4-methyl-N-(o-tolyl)benzo[d]thiazol-2-amine
Conditions | Yield |
---|---|
With polymer-supported tribromide at 100℃; for 0.166667h; Solvent; Temperature; Microwave irradiation; | 86% |
With disulfur dichloride at 60℃; | 77% |
N,N'-di(o-tolyl)thiourea
Conditions | Yield |
---|---|
With CH2Cl2 In dichloromethane byproducts: (C6H5)2PCH2P(C6H5)2; stirring equimolar amts. in CH2Cl2 for several minutes at room temp.; addn. of pentane;; crystn. on standing at -5°C;; | 85% |
tungsten hexacarbonyl
N,N'-di(o-tolyl)thiourea
pentacarbonyl(sym-di-o-tolylthiourea)tungsten(0)
Conditions | Yield |
---|---|
In toluene under Ar or vac., 1 equiv. of S-compd., reflux for 4.5 h; soln. was cooled and evapd. in vac., solid was washed with petroleum ether (40-60 °C), recrystn. from benzene, elem. anal.; | 82.4% |
In tetrahydrofuran Irradiation (UV/VIS); under Ar or vac., 1 equiv. of S-compd., irradn. for 25 h with UV light; soln. was cooled and evapd. in vac., solid was washed with petroleum ether (40-60 °C), recrystn. from benzene; |
Conditions | Yield |
---|---|
With benzyl(triethyl)ammoniumpermanganate; ammonia In tetrahydrofuran at 5 - 10℃; for 0.5h; | 82% |
With triethanolamine; lac sulfur on alumina; sodium amide In tetrahydrofuran for 1h; Heating; | 68% |
N,N'-di(o-tolyl)thiourea
ethyl 2-cyanoacetate
6-amino-1,3-di(2-methylbenzene)-2-thiouracil
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 0 - 5℃; | 80% |
Conditions | Yield |
---|---|
With triethanolamine; lac sulfur on alumina In tetrahydrofuran for 1.5h; Heating; | 80% |
N,N'-di(o-tolyl)thiourea
A
N,N'-bis(2-methylphenyl)urea
B
[3H]-1,3-di-(2-tolyl)guanidine
Conditions | Yield |
---|---|
With sodium periodate; ammonia In water; N,N-dimethyl-formamide at 80 - 85℃; for 0.5h; | A n/a B 80% |
tetracarbonyl(1,10-phenanthroline)tungsten(0)
N,N'-di(o-tolyl)thiourea
(o-phenanthroline)tricarbonyl(sym-di-o-tolylthiourea)tungsten(0)
Conditions | Yield |
---|---|
In xylene under Ar or vac., 1 equiv. of S-compd., reflux for 4 h; soln. was cooled to room temp., filtered, solid was washed with petroleum ether (40-60 °C) and 2-3 times with benzene, elem. anal.; | 78.3% |
(2,2'-bipyridine)tetracarbonyltungsten(0)
N,N'-di(o-tolyl)thiourea
(2,2'-bipyridine)tricarbonyl(sym-di-o-tolylthiourea)tungsten(0)
Conditions | Yield |
---|---|
In xylene under Ar or vac., 1 equiv. of S-compd., reflux for 4 h; soln. was cooled to room temp., filtered, solid was washed with petroleum ether (40-60 °C) and 2-3 times with benzene, elem. anal.; | 76.4% |
Conditions | Yield |
---|---|
With potassium hydroxide In water; nitrobenzene at 105℃; for 6h; | 75% |
pentacarbonyl(triphenylarsine)tungsten(0)
N,N'-di(o-tolyl)thiourea
cis-tetracarbonyl(sym-di-o-tolylthiourea)(triphenylarsine)tungsten(0)
Conditions | Yield |
---|---|
In xylene under Ar or vac., 1 equiv. of S-compd., reflux for 5 h; soln. was cooled to room temp., solvent was removed in vac., residue waswashed 4-5 times with petroleum ether (40-60 °C), dried in vac., elem. anal.; | 70.2% |
triphenylphosphine tungsten pentacarbonyl
N,N'-di(o-tolyl)thiourea
cis-tetracarbonyl(sym-di-o-tolylthiourea)(triphenylphosphine)tungsten(0)
Conditions | Yield |
---|---|
In xylene under Ar or vac., 1 equiv. of S-compd., reflux for 4 h; soln. was cooled to room temp., solvent was removed in vac., residue waswashed 4-5 times with petroleum ether (40-60 °C), dried in vac., elem. anal.; | 68.4% |
N,N'-di(o-tolyl)thiourea
manganese triacetate
Conditions | Yield |
---|---|
In acetonitrile for 3h; Heating; | 63% |
N,N'-di(o-tolyl)thiourea
A
N,N'-bis(2-methylphenyl)urea
B
N,N',N''-tri(2-tolyl)guanidine
Conditions | Yield |
---|---|
With KO2 In tetrahydrofuran at 20℃; for 35h; | A n/a B 60% |
N,N'-di(o-tolyl)thiourea
bromoacetic acid
2-(o-tolyl)imino-3-(o-tolyl)-thiazolidin-4-one
Conditions | Yield |
---|---|
With sodium acetate In ethanol for 6h; Heating; | 55.4% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 1h; | A 44% B 48% |
1. | ipr-mus LD50:100 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . | ||
2. | orl-rbt LDLo:3000 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 17 (1921),349. |
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