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109-46-6

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109-46-6 Usage

Description

Dibutylthiourea is used in the vulcanization of rubber, in paints and glue removers as an anticorrosive, in phonecards as a component of the thermocoating sprayed over the optically read layer of the card. Crosssensitivity to other thiourea derivatives is possible.

Chemical Properties

white to light yellow crystalline powder

Uses

Different sources of media describe the Uses of 109-46-6 differently. You can refer to the following data:
1. N,N'-Di-n-butylthiourea is used in vulcanization accelerator and corrosion inhibitors for metal treatments. It is used as leather, plastic and rubber auxiliary agents.
2. Dibutyl thiourea is an accelerator for mercaptan-modified chloroprene rubber; activator for ethylene-propylene-diene terpolymers and natural rubber; antidegradant for natural rubber latex and thermoplastic styrene-butadiene rubber.

Flammability and Explosibility

Notclassified

Contact allergens

Dibutylthiourea is used in the vulcanization of rubber, in paints, and glue removers as an anticorrosive, and in phonecards as a component of the thermocoating sprayed over the optically read layer of the card. Cross- sensitivity to other thiourea derivatives is possible.

Check Digit Verification of cas no

The CAS Registry Mumber 109-46-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 109-46:
(5*1)+(4*0)+(3*9)+(2*4)+(1*6)=46
46 % 10 = 6
So 109-46-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H20N2S/c1-3-5-7-10-9(12)11-8-6-4-2/h3-8H2,1-2H3,(H2,10,11,12)

109-46-6 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (D0301)  1,3-Dibutylthiourea  >97.0%(N)

  • 109-46-6

  • 25g

  • 175.00CNY

  • Detail
  • TCI America

  • (D0301)  1,3-Dibutylthiourea  >97.0%(N)

  • 109-46-6

  • 500g

  • 890.00CNY

  • Detail
  • Alfa Aesar

  • (A16783)  N,N'-Di-n-butylthiourea, 98%   

  • 109-46-6

  • 50g

  • 237.0CNY

  • Detail
  • Alfa Aesar

  • (A16783)  N,N'-Di-n-butylthiourea, 98%   

  • 109-46-6

  • 250g

  • 580.0CNY

  • Detail
  • Alfa Aesar

  • (A16783)  N,N'-Di-n-butylthiourea, 98%   

  • 109-46-6

  • 1000g

  • 1113.0CNY

  • Detail
  • Aldrich

  • (D49598)  N,N′-Dibutylthiourea  97%

  • 109-46-6

  • D49598-100G

  • 288.99CNY

  • Detail

109-46-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-Dibutyl-2-thiourea

1.2 Other means of identification

Product number -
Other names Thiourea, N,N‘-dibutyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-46-6 SDS

109-46-6Synthetic route

sodium trithiocarbonate
534-18-9

sodium trithiocarbonate

N-butylamine
109-73-9

N-butylamine

A

1-methyl-2-pyridinethione
2044-27-1

1-methyl-2-pyridinethione

B

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
With 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 5h; Heating;A 90%
B 98%
N-butylamine
109-73-9

N-butylamine

thiourea
17356-08-0

thiourea

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
With PEG-400 In water for 0.00833333h; microwave irradiation;96%
carbon disulfide
75-15-0

carbon disulfide

N-butylamine
109-73-9

N-butylamine

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In water at 20℃; for 0.833333h; Solvent; Time; Green chemistry;96%
In water at 20℃; for 0.833333h; Solvent; Green chemistry;96%
With carbon tetrabromide In N,N-dimethyl-formamide at 20℃; for 0.3h; Cooling with ice;91%
With cholin hydroxide at 20℃; Cooling with ice; Ionic liquid;76%
at 100℃; for 12h; Ionic liquid; Green chemistry;75%
Ziram

Ziram

N-butylamine
109-73-9

N-butylamine

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating;78%
O-isopropyl butylammonium dithiocarbonate
80094-32-2

O-isopropyl butylammonium dithiocarbonate

N-butylamine
109-73-9

N-butylamine

A

O-isopropyl butylthiocarbamate
61613-08-9

O-isopropyl butylthiocarbamate

B

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In benzene at 40℃; for 12h;A 0.58 g
B 59.8%
In benzene at 40℃; for 12h; Mechanism; Product distribution; Kinetics; thermal effects, ΔH;A 0.58 g
B 59.8%
N-butylamine
109-73-9

N-butylamine

N-phenyl-1,2,3,4,5,7-pentathioazocane
419532-33-5

N-phenyl-1,2,3,4,5,7-pentathioazocane

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In benzene for 6h; Reflux;41%
carbon disulfide
75-15-0

carbon disulfide

trimethyl(butyl-amino)silane
5577-66-2

trimethyl(butyl-amino)silane

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In ethyl acetate
N-butylamine
109-73-9

N-butylamine

butyl isothiocyanate
592-82-5

butyl isothiocyanate

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

Conditions
ConditionsYield
In ethanol
In dichloromethane at 0 - 25℃; for 1h;
In ethanol at 20℃;
carbon disulfide
75-15-0

carbon disulfide

N-butylamine
109-73-9

N-butylamine

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

A

diethyl 1-[(butylcarbamothioyl)sulfanyl]hydrazine-1,2-dicarboxylate

diethyl 1-[(butylcarbamothioyl)sulfanyl]hydrazine-1,2-dicarboxylate

B

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

C

butyl isothiocyanate
592-82-5

butyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon disulfide; N-butylamine In water for 0.166667h;
Stage #2: diethylazodicarboxylate In water at 20℃; for 0.5h; Solvent;
(3-glycidyloxypropyl)triethoxysilane
2602-34-8

(3-glycidyloxypropyl)triethoxysilane

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N,N'-di-n-butyl-N,N'-bis({2-hydroxy-3-[3-(triethoxysilyl)propyloxy]propyl})thiourea

N,N'-di-n-butyl-N,N'-bis({2-hydroxy-3-[3-(triethoxysilyl)propyloxy]propyl})thiourea

Conditions
ConditionsYield
at 85 - 90℃; for 2.5h;97.2%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

trans-dichlorotetrakis(N,N'-di-n-butylthiourea)nickel(II)
104419-49-0, 24616-63-5

trans-dichlorotetrakis(N,N'-di-n-butylthiourea)nickel(II)

Conditions
ConditionsYield
In ethanol refluxing of the Ni salt with the thiourea (mole ratio 1:2) in EtOH for at least 1 h; recrystn. from EtOH and drying (vac.); elem anal.;94%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N-(4'-methylphenylsulfonyl)aziridino[2'3':1,2][60]fullerene
175970-03-3

N-(4'-methylphenylsulfonyl)aziridino[2'3':1,2][60]fullerene

C69H18N2S

C69H18N2S

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In chlorobenzene at 80℃; for 1h; chemoselective reaction;94%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N,N'-di(n-butyl)formamidine
2303-94-8

N,N'-di(n-butyl)formamidine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 0.5h;91%
Multi-step reaction with 2 steps
1: aq. H2O2 / methanol
2: acetic acid / Heating
View Scheme
2-iodophenylamine
615-43-0

2-iodophenylamine

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N‐Butylbenzo[d]thiazol‐2‐amine
24622-31-9

N‐Butylbenzo[d]thiazol‐2‐amine

Conditions
ConditionsYield
bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 60℃; for 60h;85%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N,N'-Dibutyl-guanidine

N,N'-Dibutyl-guanidine

Conditions
ConditionsYield
With copper sulphate-silica gel; sodium amide In tetrahydrofuran for 0.833333h; Ambient temperature;80%
phenylborondichloride
873-51-8

phenylborondichloride

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

1,3,5-Tri-n-butyl-2,6-diphenyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4
81233-36-5

1,3,5-Tri-n-butyl-2,6-diphenyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4

Conditions
ConditionsYield
In tetrachloromethane byproducts: HCl; edducts in 1:1 ratio, reflux under N2 for 24 h; evapd. in vac., distd. in vac., elem. anal.;79%
dibromomethylborane
17933-16-3

dibromomethylborane

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

A

4-n-Butyl-3,5-dimethyl-1,2,4,3,5-dithiazadiborolidin

4-n-Butyl-3,5-dimethyl-1,2,4,3,5-dithiazadiborolidin

B

3,5-Di-n-butyl-2,3,5,6-tetrahydro-2,6-dimethyl-4H-1,3,5,2,6-thiadiazadiborin-4-thion
84185-20-6

3,5-Di-n-butyl-2,3,5,6-tetrahydro-2,6-dimethyl-4H-1,3,5,2,6-thiadiazadiborin-4-thion

Conditions
ConditionsYield
With n-butyllithium In hexane; Petroleum ether byproducts: butane, LiBr; the urea in petroleum ether was refluxed under N2 with n-BuLi in hexanefor 48 h; the solvents were removed in vac., the residue was fractional distd.; elem. anal.;A n/a
B 78%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N,N'-di-n-butylcarbodiimide
693-64-1

N,N'-di-n-butylcarbodiimide

Conditions
ConditionsYield
With di-2-pyridyl sulfite In dichloromethane for 0.166667h; Ambient temperature;76%
With diethyl ether; mercury(II) oxide
With lead(II) oxide In acetone
bis(diethylamino)dimethylsilane
4669-59-4

bis(diethylamino)dimethylsilane

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

A

1,3,5-Tri-n-butyl-2,2,4,4-tetramethyl-1,3,5-triaza-2,4-disilacyclohexan-6-thion

1,3,5-Tri-n-butyl-2,2,4,4-tetramethyl-1,3,5-triaza-2,4-disilacyclohexan-6-thion

B

butyl isothiocyanate
592-82-5

butyl isothiocyanate

Conditions
ConditionsYield
In xylene for 12h; Heating;A 76%
B 1.8 g
C18H8ClNO5

C18H8ClNO5

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

9-benzoyl-1,3-dibutyl-6-(5-chloro-2-hydroxyphenyl)-8-hydroxy-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

9-benzoyl-1,3-dibutyl-6-(5-chloro-2-hydroxyphenyl)-8-hydroxy-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

Conditions
ConditionsYield
In 1,4-dioxane Reflux;76%
8-(4-chlorobenzoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-1,6,7-trione

8-(4-chlorobenzoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-1,6,7-trione

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

1,3-dibutyl-9-(4-chlorobenzoyl)-8-hydroxy-6-(2-hydroxyethyl)-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

1,3-dibutyl-9-(4-chlorobenzoyl)-8-hydroxy-6-(2-hydroxyethyl)-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

Conditions
ConditionsYield
In 1,4-dioxane Reflux;76%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

diethyl malonate
105-53-3

diethyl malonate

N,N'-dibutyl-2-thiobarbituric acid
54443-89-9

N,N'-dibutyl-2-thiobarbituric acid

Conditions
ConditionsYield
With sodium ethanolate for 72h;75%
With hydrogenchloride; water; sodium In ethanol for 48h; Inert atmosphere; Reflux;40%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione
142071-82-7

3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione

9-benzoyl-1,3-dibutyl-8-hydroxy-6-(2-hydroxyphenyl)-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

9-benzoyl-1,3-dibutyl-8-hydroxy-6-(2-hydroxyphenyl)-2-thioxo-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione

Conditions
ConditionsYield
In 1,4-dioxane Reflux;75%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N-tert-butoxycarbonyl-N,N'-dibutylthiourea
641611-19-0

N-tert-butoxycarbonyl-N,N'-dibutylthiourea

Conditions
ConditionsYield
With dmap In ethyl acetate at 70℃; for 0.25h; Temperature;73%
Stage #1: 1,3-dibutylthiourea With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 12h;
57%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

α-bromoacetophenone
70-11-1

α-bromoacetophenone

N-butyl-N-(3-butyl-4-phenyl-2,3-dihydro-1,3-thiazol-2-yliden)amine hydrobromide

N-butyl-N-(3-butyl-4-phenyl-2,3-dihydro-1,3-thiazol-2-yliden)amine hydrobromide

Conditions
ConditionsYield
In ethanol for 2h; Heating;72%
diethyl 3-(phenyl)oxirane-2,2-dicarboxylate
58070-00-1

diethyl 3-(phenyl)oxirane-2,2-dicarboxylate

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

ethyl 1,3-dibutyl-2,4-dioxo-trans-6-phenylhexahydropyrimidine-5-carboxylate

ethyl 1,3-dibutyl-2,4-dioxo-trans-6-phenylhexahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 65h; Inert atmosphere; Schlenk technique; Sealed tube;72%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

acetophenone
98-86-2

acetophenone

N-butyl-N-(3-butyl-4-phenyl-2,3-dihydro-1,3-thiazol-2-yliden)amine hydrobromide

N-butyl-N-(3-butyl-4-phenyl-2,3-dihydro-1,3-thiazol-2-yliden)amine hydrobromide

Conditions
ConditionsYield
Stage #1: acetophenone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h;
Stage #2: 1,3-dibutylthiourea In ethanol Heating;
68%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

N-butyl-N-[3-butyl-4-(4-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-yliden]amine hydrobromide

N-butyl-N-[3-butyl-4-(4-nitrophenyl)-2,3-dihydro-1,3-thiazol-2-yliden]amine hydrobromide

Conditions
ConditionsYield
Stage #1: (4-nitrophenyl)ethanone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h;
Stage #2: 1,3-dibutylthiourea In ethanol Heating;
66%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

N2,3-dibutyl-N4,N5-dicyclohexylthiazolidine-2,4,5-triimine

N2,3-dibutyl-N4,N5-dicyclohexylthiazolidine-2,4,5-triimine

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II) In acetone at 50℃; for 4h;65%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

chloroacetic acid
79-11-8

chloroacetic acid

3-n-butyl-2-(n-butylimino)-1,3-thiazolidine-4-one
537660-16-5

3-n-butyl-2-(n-butylimino)-1,3-thiazolidine-4-one

Conditions
ConditionsYield
In water at 100℃; for 7.5h; Green chemistry;64.9%
Reflux; Green chemistry;
dimethylboron bromide
5158-50-9

dimethylboron bromide

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

A

1,3,5-Tri-n-butyl-6-methyl-1,3,5-triaza-2-bora-cyclohexandithion-4,6

1,3,5-Tri-n-butyl-6-methyl-1,3,5-triaza-2-bora-cyclohexandithion-4,6

B

1,3,5-Tri-n-butyl-2,6-dimethyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4

1,3,5-Tri-n-butyl-2,6-dimethyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4

Conditions
ConditionsYield
In tetrachloromethane byproducts: HBr; edducts in 1:1 ratio, reflux under N2 for 24 h; cooled to 0°C, evapd. in vac., sublimation (110°C/2E-3 mbar for other product, 145°C/2E-3 mbar), elem. anal.;A 53%
B 64%
4,4-dichlorobut-3-en-2-one
5780-61-0

4,4-dichlorobut-3-en-2-one

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

3-Butyl-2-[(Z)-butylimino]-4-methyl-2,3-dihydro-[1,3]thiazine-6-thione
97309-91-6

3-Butyl-2-[(Z)-butylimino]-4-methyl-2,3-dihydro-[1,3]thiazine-6-thione

Conditions
ConditionsYield
for 0.5h; Heating;63%
butyl-dichloro-borane
14090-22-3

butyl-dichloro-borane

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

2,4-Di-n-butyl-5-n-butyl-6-n-butylimino-1-thia-3,5-diaza-2,4-dibora-cyclohexan

2,4-Di-n-butyl-5-n-butyl-6-n-butylimino-1-thia-3,5-diaza-2,4-dibora-cyclohexan

Conditions
ConditionsYield
In chlorobenzene byproducts: HCl; reflux under N2 for 24 h; evapd. in vac., sublimation (100°C/2E-3 mbar), elem. anal.;63%
sodium tetraphenyl borate
143-66-8

sodium tetraphenyl borate

1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

1,2-bis-(diphenylphosphino)ethane
1663-45-2

1,2-bis-(diphenylphosphino)ethane

(1,2-bis(diphenylphosphinoethane))Ni(nBuNC(S)NHnBu)(BPh4)
1279624-75-7

(1,2-bis(diphenylphosphinoethane))Ni(nBuNC(S)NHnBu)(BPh4)

Conditions
ConditionsYield
With NEt3 In methanol mixt. of Ni acetate and dppe in MeOH; stirred, gently warmed for 5 min; thiourea deriv. added; aq. NEt3 added, mixt. warmed briefly to ca. 60°C; NaBPh4 added to filtrate; allowed to cool to room temp.; ppt. filtered, washed with cold MeOH, dried under vac.; elem. anal.;63%
1,3-dibutylthiourea
109-46-6

1,3-dibutylthiourea

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

N-butyl-N-[3-butyl-4-(4-methoxyphenyl)-2,3-dihydro-1,3-thiazol-2-yliden]amine hydrobromide

N-butyl-N-[3-butyl-4-(4-methoxyphenyl)-2,3-dihydro-1,3-thiazol-2-yliden]amine hydrobromide

Conditions
ConditionsYield
Stage #1: 1-(4-methoxyphenyl)ethanone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h;
Stage #2: 1,3-dibutylthiourea In ethanol Heating;
62%

109-46-6Relevant articles and documents

Malonic Acid Derivatives on Duty as Electron-Withdrawing Units in Push–Pull Molecules

Klikar, Milan,Jelínková, Veronika,R??i?ková, Zdeňka,Mikysek, Tomá?,Pytela, Old?ich,Ludwig, Miroslav,Bure?, Filip

, p. 2764 - 2779 (2017)

Based on the 2-(N-piperidinyl)thiophene central donor, 32 model push–pull molecules with systematically varied malonic acid-derived peripheral acceptors have been prepared. Further property tuning has been achieved by modifying the π-linker and the structural arrangement (linear vs. quadrupolar D–π–A systems). Malonic acid derivatives such as cyanoacetic acid, malondinitrile, diethyl malonate, Meldrum′s acid, and N,N′-dibutyl(thio)barbituric acid as well as 1,3-diketo analogues dimedone and indan-1,3-dione were employed as acceptor moieties. Knoevenagel condensation with four thiophene aldehydes afforded the target chromophores in satisfactory yields. The electron-withdrawing abilities of malonic acid acceptors were examined both by experiment including X-ray analysis, differential scanning calorimetry, electrochemistry, and UV/Vis absorption spectroscopy, and by DFT calculations. Details of the structure–property relationships have been elucidated. According to the increasing electron-withdrawing ability, the widely used malonic acid acceptor units can be ordered: diethyl malonate ≤ cyanoacetic acid malondinitrile Meldrum's acid dimedone ≤ N,N′-dibutylbarbituric acid indan-1,3-dione ≤ N,N′-dibutylthiobarbituric acid.

Synthesis of novel dithiocarbamates and xanthates using dialkyl azodicarboxylates: S–N bond formation

Ziyaei Halimehjani, Azim,Klepetá?ová, Blanka,Beier, Petr

, p. 1850 - 1858 (2018/03/06)

A one?pot three?component route for the synthesis of a novel category of dithiocarbamates or xanthates is developed by a reaction of in-situ generated dithiocarbamic acids or xanthates with dialkyl azodicarboxylates under mild and catalyst-free conditions. The reaction is characterized by a wide scope, high efficiency and straightforward isolation protocol. The synthetic utility of the dithiocarbamates and xanthates was demonstrated on the preparation of symmetrical and unsymmetrical thioureas, isothiocyanates, and thiocarbamates.

Rapid and highly efficient synthesis of thioureas in biocompatible basic choline hydroxide

Azizi, Najmedin,Farhadi, Elham

, p. 548 - 554 (2017/09/27)

A straightforward and convenient synthesis of symmetrical thiourea derivatives by the reaction of primary amines and carbon disulfide in biocompatible basic choline hydroxide is presented. A variety of biologically important thiourea derivatives can be obtained in good to excellent yields without a tedious work-up under mild reaction conditions. A series of primary aliphatic and aromatic amines with different substituted functional groups have been converted to thiourea derivatives under milder reaction conditions and short reaction times.

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