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inquiryProduct Name: 1,3-Dibutyl-2-thiourea CAS: 109-46-6 MF: C9H20N2S MW: 188.33 EINECS: 203-674-6 Mol File: 109-46-6.mol 1,3-Dibutyl-2-thiourea Structure 1,3-Dibutyl-2-thiourea Chemical Properties Melting point 63-65 °C(lit.) B
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sodium trithiocarbonate
N-butylamine
A
1-methyl-2-pyridinethione
B
1,3-dibutylthiourea
Conditions | Yield |
---|---|
With 2-chloro-1-methyl-pyridinium iodide In dichloromethane for 5h; Heating; | A 90% B 98% |
Conditions | Yield |
---|---|
With PEG-400 In water for 0.00833333h; microwave irradiation; | 96% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With triethanolamine; triethylamine In N,N-dimethyl-formamide for 2h; Heating; | 78% |
O-isopropyl butylammonium dithiocarbonate
N-butylamine
A
O-isopropyl butylthiocarbamate
B
1,3-dibutylthiourea
Conditions | Yield |
---|---|
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
N-phenyl-1,2,3,4,5,7-pentathioazocane
1,3-dibutylthiourea
Conditions | Yield |
---|---|
In benzene for 6h; Reflux; | 41% |
Conditions | Yield |
---|---|
In ethyl acetate |
Conditions | Yield |
---|---|
In ethanol | |
In dichloromethane at 0 - 25℃; for 1h; | |
In ethanol at 20℃; |
carbon disulfide
N-butylamine
diethylazodicarboxylate
B
1,3-dibutylthiourea
C
butyl isothiocyanate
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; N-butylamine In water for 0.166667h; Stage #2: diethylazodicarboxylate In water at 20℃; for 0.5h; Solvent; |
Conditions | Yield |
---|---|
at 85 - 90℃; for 2.5h; | 97.2% |
1,3-dibutylthiourea
trans-dichlorotetrakis(N,N'-di-n-butylthiourea)nickel(II)
Conditions | Yield |
---|---|
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
N-(4'-methylphenylsulfonyl)aziridino[2'3':1,2][60]fullerene
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In chlorobenzene at 80℃; for 1h; chemoselective reaction; | 94% |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
bis(triethylphosphine)nickel(II) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide at 60℃; for 60h; | 85% |
1,3-dibutylthiourea
Conditions | Yield |
---|---|
With copper sulphate-silica gel; sodium amide In tetrahydrofuran for 0.833333h; Ambient temperature; | 80% |
phenylborondichloride
1,3-dibutylthiourea
1,3,5-Tri-n-butyl-2,6-diphenyl-1,3,5-triaza-2,6-dibora-cyclohexanthion-4
Conditions | Yield |
---|---|
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
1,3-dibutylthiourea
B
3,5-Di-n-butyl-2,3,5,6-tetrahydro-2,6-dimethyl-4H-1,3,5,2,6-thiadiazadiborin-4-thion
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
1,3-dibutylthiourea
B
butyl isothiocyanate
Conditions | Yield |
---|---|
In xylene for 12h; Heating; | A 76% B 1.8 g |
1,3-dibutylthiourea
Conditions | Yield |
---|---|
In 1,4-dioxane Reflux; | 76% |
1,3-dibutylthiourea
Conditions | Yield |
---|---|
In 1,4-dioxane Reflux; | 76% |
1,3-dibutylthiourea
diethyl malonate
N,N'-dibutyl-2-thiobarbituric acid
Conditions | Yield |
---|---|
With sodium ethanolate for 72h; | 75% |
With hydrogenchloride; water; sodium In ethanol for 48h; Inert atmosphere; Reflux; | 40% |
1,3-dibutylthiourea
3-benzoylpyrrolo[2,1-c][1,4]benzoxazine-1,2,4-trione
Conditions | Yield |
---|---|
In 1,4-dioxane Reflux; | 75% |
di-tert-butyl dicarbonate
1,3-dibutylthiourea
N-tert-butoxycarbonyl-N,N'-dibutylthiourea
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In ethanol for 2h; Heating; | 72% |
diethyl 3-(phenyl)oxirane-2,2-dicarboxylate
1,3-dibutylthiourea
Conditions | Yield |
---|---|
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 65h; Inert atmosphere; Schlenk technique; Sealed tube; | 72% |
Conditions | Yield |
---|---|
Stage #1: acetophenone With p-dioxane dibromide In ethanol at 70℃; for 0.0833333h; Stage #2: 1,3-dibutylthiourea In ethanol Heating; | 68% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With bis(acetylacetonate)nickel(II) In acetone at 50℃; for 4h; | 65% |
1,3-dibutylthiourea
chloroacetic acid
3-n-butyl-2-(n-butylimino)-1,3-thiazolidine-4-one
Conditions | Yield |
---|---|
In water at 100℃; for 7.5h; Green chemistry; | 64.9% |
Reflux; Green chemistry; |
Conditions | Yield |
---|---|
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
1,3-dibutylthiourea
3-Butyl-2-[(Z)-butylimino]-4-methyl-2,3-dihydro-[1,3]thiazine-6-thione
Conditions | Yield |
---|---|
for 0.5h; Heating; | 63% |
butyl-dichloro-borane
1,3-dibutylthiourea
Conditions | Yield |
---|---|
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
nickel diacetate
1,3-dibutylthiourea
1,2-bis-(diphenylphosphino)ethane
(1,2-bis(diphenylphosphinoethane))Ni(nBuNC(S)NHnBu)(BPh4)
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
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