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1,3-DI(O-TOLYL)THIOUREA

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Name

1,3-DI(O-TOLYL)THIOUREA

EINECS
CAS No. 137-97-3 Density 1.219g/cm3
PSA 56.15000 LogP 4.25830
Solubility Melting Point 157-159 °C(lit.)

Formula C15H16 N2 S Boiling Point 367.5°Cat760mmHg
Molecular Weight 256.39 Flash Point 176°C
Transport Information Appearance
Safety Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and SOx. Risk Codes 25-36/37/38-50/53
Molecular Structure Molecular Structure of 137-97-3 (1,3-DI(O-TOLYL)THIOUREA) Hazard Symbols T
Synonyms

Carbanilide,2,2'-dimethylthio- (6CI,7CI,8CI); 1,3-Bis(o-tolyl)thiourea;1,3-Di-o-tolylthiourea; Di-o-tolylthiourea; N,N'-Bis(2-methylphenyl)thiourea;N,N'-Di-o-tolylthiourea; NSC 119321; NSC 37140; sym-Di-o-tolylthiourea

 

1,3-DI(O-TOLYL)THIOUREA Synthetic route

75-15-0

carbon disulfide

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
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%
6160-65-2

1,1'-Thiocarbonyldiimidazole

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With quinoclamine at 0℃;95%
534-18-9

sodium trithiocarbonate

95-53-4

o-toluidine

A

2044-27-1

1-methyl-2-pyridinethione

B

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With 2-chloro-1-methyl-pyridinium iodide In dimethyl sulfoxide at 40℃; for 4h;A n/a
B 94%

zinc diethyldithiocarbamate

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating;82%

Ziram

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating;80%
17356-08-0

thiourea

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With PEG-400 In water for 0.0333333h; microwave irradiation;77%
75-15-0

carbon disulfide

95-53-4

o-toluidine

100-46-9

benzylamine

A

137-97-3

N,N'-di(o-tolyl)thiourea

B

40288-37-7

N-benzyl-N'-(2-methylphenyl)thiourea

C

1424-14-2

dibenzyl thiourea

Conditions
ConditionsYield
at 100℃; Ionic liquid; Green chemistry;A 13%
B 75%
C 12%
614-69-7

2-tolyl isothiocyanate

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; 2-bromo-4,5-dimethoxy-benzamide; N,N`-dimethylethylenediamine In toluene at 20 - 120℃; Inert atmosphere;62%
56-23-5

tetrachloromethane

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With sodium sulfide; N-benzyl-N,N,N-triethylammonium chloride In water for 8h; Ambient temperature;36%
40229-47-8

(5-amino-[1,2,4]dithiazol-3-ylidene)-phenyl-amine

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With ethanol
609-72-3

N,N-dimethyl-o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With sulfur
463-71-8

thiophosgene

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With water
95-53-4

o-toluidine

57-06-7

N-allyl isothiocyanate

137-97-3

N,N'-di(o-tolyl)thiourea

95-53-4

o-toluidine

614-69-7

2-tolyl isothiocyanate

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With ethanol
95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With sulfur dichloride
With water; sulfur at 60℃;
137-26-8

Thiram

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1.5h; Heating;
97-74-5

bis(dimethylthiocarbamoyl)sulfide

95-53-4

o-toluidine

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Heating;
ammonium salt of/the/ o-tolyl-dithiocarbamic acid

ammonium salt of/the/ o-tolyl-dithiocarbamic acid

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With water
617-07-2

N,N'-bis(2-methylphenyl)urea

CS2

CS2

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
at 200℃;
95-53-4

o-toluidine

CS2

CS2

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With ethanol
With dihydrogen peroxide
o-hydrazotoluene

o-hydrazotoluene

CS2

CS2

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
at 150℃;
95-53-4

o-toluidine

zinc-trithiocarbonate

zinc-trithiocarbonate

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
With water
45892-06-6

N-(o-tolyl)dithiocarbamic acid

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
das Ammonium-Salz reagiert;
45892-06-6

N-(o-tolyl)dithiocarbamic acid

ammonium carbonate

ammonium carbonate

A

614-78-8

o-tolylthiourea

B

137-97-3

N,N'-di(o-tolyl)thiourea

Conditions
ConditionsYield
das Ammonium-Salz reagiert;
45892-06-6

N-(o-tolyl)dithiocarbamic acid

A

137-97-3

N,N'-di(o-tolyl)thiourea

B

614-69-7

2-tolyl isothiocyanate

Conditions
ConditionsYield
das Kupfer(II)-Salz reagiert;
32315-10-9

bis(trichloromethyl) carbonate

137-97-3

N,N'-di(o-tolyl)thiourea

C16H14N2OS

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate at 20℃; for 0.25h;100%
137-97-3

N,N'-di(o-tolyl)thiourea

C8H12N2O4

5-(ethoxycarbonyl)-4-methyl-3-o-tolyl-2-(o-tolylimino)-2,3-dihydrothiazole

Conditions
ConditionsYield
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%
137-97-3

N,N'-di(o-tolyl)thiourea

1215-57-2

N,N'-bis(o-methylphenyl)carbodiimide

Conditions
ConditionsYield
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%
137-97-3

N,N'-di(o-tolyl)thiourea

617-07-2

N,N'-bis(2-methylphenyl)urea

Conditions
ConditionsYield
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
137-97-3

N,N'-di(o-tolyl)thiourea

94126-56-4, 146000-79-5

3-phenylcarbamoylazo-crotonic acid ethyl ester

5-(ethoxycarbonyl)-4-methyl-3-o-tolyl-2-(o-tolylimino)-2,3-dihydrothiazole

Conditions
ConditionsYield
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%
141-82-2

malonic acid

137-97-3

N,N'-di(o-tolyl)thiourea

85788-84-7

1,3-di(2-methylphenyl)-2-thiobarbituric acid

Conditions
ConditionsYield
With acetyl chloride for 0.0125h; Irradiation;92%
With chloroform; acetyl chloride
137-97-3

N,N'-di(o-tolyl)thiourea

74821-71-9

4-methyl-N-(o-tolyl)benzo[d]thiazol-2-amine

Conditions
ConditionsYield
With polymer-supported tribromide at 100℃; for 0.166667h; Solvent; Temperature; Microwave irradiation;86%
With disulfur dichloride at 60℃;77%

bis(bis(diphenylphosphino)methanido)platinum(II)

137-97-3

N,N'-di(o-tolyl)thiourea

{(bis(diphenylphosphino)methane)PtN(o-tolyl)C(=N(o-tolyl))S} * CH2Cl2

Conditions
ConditionsYield
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%
14040-11-0

tungsten hexacarbonyl

137-97-3

N,N'-di(o-tolyl)thiourea

796047-40-0

pentacarbonyl(sym-di-o-tolylthiourea)tungsten(0)

Conditions
ConditionsYield
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;
137-97-3

N,N'-di(o-tolyl)thiourea

97-39-2

[3H]-1,3-di-(2-tolyl)guanidine

Conditions
ConditionsYield
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%
137-97-3

N,N'-di(o-tolyl)thiourea

105-56-6

ethyl 2-cyanoacetate

130749-40-5

6-amino-1,3-di(2-methylbenzene)-2-thiouracil

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 0 - 5℃;80%
110-91-8

morpholine

137-97-3

N,N'-di(o-tolyl)thiourea

N-o-tolyl-morpholine-4-carboximidic acid 2-methyl-anilide

Conditions
ConditionsYield
With triethanolamine; lac sulfur on alumina In tetrahydrofuran for 1.5h; Heating;80%
137-97-3

N,N'-di(o-tolyl)thiourea

A

617-07-2

N,N'-bis(2-methylphenyl)urea

B

97-39-2

[3H]-1,3-di-(2-tolyl)guanidine

Conditions
ConditionsYield
With sodium periodate; ammonia In water; N,N-dimethyl-formamide at 80 - 85℃; for 0.5h;A n/a
B 80%
14729-20-5

tetracarbonyl(1,10-phenanthroline)tungsten(0)

137-97-3

N,N'-di(o-tolyl)thiourea

796047-60-4

(o-phenanthroline)tricarbonyl(sym-di-o-tolylthiourea)tungsten(0)

Conditions
ConditionsYield
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%
15668-66-3

(2,2'-bipyridine)tetracarbonyltungsten(0)

137-97-3

N,N'-di(o-tolyl)thiourea

796047-55-7

(2,2'-bipyridine)tricarbonyl(sym-di-o-tolylthiourea)tungsten(0)

Conditions
ConditionsYield
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%
137-97-3

N,N'-di(o-tolyl)thiourea

95-53-4

o-toluidine

87927-72-8

N,N',N''-tri(2-tolyl)guanidine

Conditions
ConditionsYield
With potassium hydroxide In water; nitrobenzene at 105℃; for 6h;75%
29743-02-0

pentacarbonyl(triphenylarsine)tungsten(0)

137-97-3

N,N'-di(o-tolyl)thiourea

796047-50-2

cis-tetracarbonyl(sym-di-o-tolylthiourea)(triphenylarsine)tungsten(0)

Conditions
ConditionsYield
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%
15444-65-2

triphenylphosphine tungsten pentacarbonyl

137-97-3

N,N'-di(o-tolyl)thiourea

796047-45-5

cis-tetracarbonyl(sym-di-o-tolylthiourea)(triphenylphosphine)tungsten(0)

Conditions
ConditionsYield
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%
137-97-3

N,N'-di(o-tolyl)thiourea

1-acetyl-1,3-di-o-tolyl-urea

Conditions
ConditionsYield
In acetonitrile for 3h; Heating;63%
137-97-3

N,N'-di(o-tolyl)thiourea

A

617-07-2

N,N'-bis(2-methylphenyl)urea

B

87927-72-8

N,N',N''-tri(2-tolyl)guanidine

Conditions
ConditionsYield
With KO2 In tetrahydrofuran at 20℃; for 35h;A n/a
B 60%
137-97-3

N,N'-di(o-tolyl)thiourea

79-08-3

bromoacetic acid

16240-00-9

2-(o-tolyl)imino-3-(o-tolyl)-thiazolidin-4-one

Conditions
ConditionsYield
With sodium acetate In ethanol for 6h; Heating;55.4%
137-97-3

N,N'-di(o-tolyl)thiourea

A

95-53-4

o-toluidine

B

611-21-2

N,2-dimethylaniline

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 1h;A 44%
B 48%

1,3-DI(O-TOLYL)THIOUREA Chemical Properties

1,3-Di(o-tolyl)thiourea(137-97-3)'s molecular formula is C15H16N2S  and its formula weight is 256.37.
1,3-Di(o-tolyl)thiourea(137-97-3)'s melting point is 157-159 °C(lit.).
The molecular structure of 1,3-Di(o-tolyl)thiourea(137-97-3):

1,3-DI(O-TOLYL)THIOUREA Toxicity Data With Reference

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.

1,3-DI(O-TOLYL)THIOUREA Consensus Reports

Reported in EPA TSCA Inventory.

1,3-DI(O-TOLYL)THIOUREA Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and SOx.

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