534-13-4

Basic information

• Product Name: N,N'-DIMETHYLTHIOUREA
• Synonyms: N,N'-DIMETHYLTHIOUREA;SYM-DIMETHYLTHIOUREA;(CH3NH)2CS;1,3-dimethyl-2-thio-ure;1,3-dimethylisothiourea;n,n’-dimethyl-thioure;thiourea,1,3-dimethyl-;Urea, 1,3-dimethyl-2-thio-
• CAS NO: 534-13-4
• Molecular Formula: C₃H₈N₂S
• Molecular Weight: 104.17
• EINECS: 208-588-2
• Product Categories: API intermediates;Organic Building Blocks;Sulfur Compounds;Thioureas;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 534-13-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 61-63 °C
• Boiling Point: 155 °C (0.7501 mmHg)
• Flash Point: 200 °C
• Appearance: Colorless to white/Crystals, Crystalline Powder and/or Chunks
• Density: 1.055 (estimate)
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 1000g/l (experimental)
• PKA: 14.98±0.70(Predicted)
• Merck: 14,3261
• BRN: 605454
• CAS DataBase Reference: N,N'-DIMETHYLTHIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DIMETHYLTHIOUREA(534-13-4)
• EPA Substance Registry System: N,N'-DIMETHYLTHIOUREA(534-13-4)

Safety Data

• Hazard Codes: T
• Statements: 25-43
• Safety Statements: 36/37-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: YT1520000
• F: 3-10
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 534-13-4(Hazardous Substances Data)

Usage

Description

Dimethylthiocarbamide, an antioxygen agent, is responsible for sensitization, when unexposed to light, from diazo papers.

Chemical Properties

colorless to white crystals, crystalline powder

Uses

Different sources of media describe the Uses of 534-13-4 differently. You can refer to the following data:
1. Intermediate in the preparation of Arginine derivatives.
2. N,N'-Dimethylthiourea is an antioxidant present in diazo copy paper to prevent yellow discoloration of the paper.

Contact allergens

Dimethylthiocarbamide, an antioxygen agent, is responsible for sensitization, when unexposed to light from diazo papers.

Safety Profile

Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of SOx andNO,.

Synthetic route

methyl thioisocyanate (556-61-6) + methylamine (74-89-5) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
at 0℃; under 375.03 Torr; Addition; solid-gas reaction;	100%

N1,N3-dimethyl-N1-nitrosothiourea (79645-01-5) + methylamine (74-89-5) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
In acetonitrile for 4h; Ambient temperature;	96%

1-methyl-3-[5-methyl-2-(3-methyl-thioureido)-phenyl]-thiourea → N,N-dimethylthiourea (534-13-4) + 2-mercapto-5-methylbenzimidazole (27231-36-3)

Conditions	Yield
In 1,4-dioxane for 2h; Heating;	A n/a B 92%

1-methyl-3-[2-(3-methyl-thioureido)-phenyl]-thiourea (35525-02-1) → N,N-dimethylthiourea (534-13-4) + Benzimidazol-2-thiol (134469-07-1)

Conditions	Yield
In 1,4-dioxane for 2h; Heating;	A n/a B 90%
In 1,4-dioxane for 2h; Heating; Yields of byproduct given;

1-[4-methoxy-2-(3-methyl-thioureido)-phenyl]-3-methyl-thiourea → N,N-dimethylthiourea (534-13-4) + 6-methoxy-1H-benzoimidazole-2-thiol (37052-78-1)

Conditions	Yield
In 1,4-dioxane for 2h; Heating;	A n/a B 89%

N1,N3-dimethyl-N1-nitrosothiourea (79645-01-5) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With acetic acid In methanol; water at 37℃; for 2.83333h;	80%
With acetic acid In methanol; water at 37℃; for 2.83333h; Kinetics; Thermodynamic data; Mechanism; ΔH(act.), ΔS(act.);	80%

N,N'-bis<(1H-benzotriazole-1-yl)methyl>thiourea (28539-03-9) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran for 4h; Heating;	75%

grateloupine (2609-10-1) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) + isopropyl alcohol (67-63-0) → isopropyl 4-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-butanoate (1350618-28-8) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 70% B n/a C n/a

methyl thioisocyanate (556-61-6) → 5,6-dihydro-1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione (85377-38-4) + N,N-dimethylthiourea (534-13-4) + 1,3,5-trimethyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trithione (938-65-8)

Conditions	Yield
With water; triethylamine In benzene at 40℃; under 6000480 Torr; for 20h;	A 12% B 4% C 68%

morpholine (110-91-8) + 2-thioxo-4-thiazolidinone (141-84-4) + N,N'-Dimethylurea (96-31-1) → 2-morpholin-4-yl-2-thiazole-4(5H)-one (16781-67-2) + N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With MCM-41 mesoporous silica In ethanol; water at 80 - 90℃; for 14h; Green chemistry;	A n/a B 68%

methanol (67-56-1) + N-carbamoylglycine (462-60-2) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) → methyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate (1350618-20-0) + 4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (123351-54-2, 123351-55-3) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 65% B n/a C n/a D n/a

ureidoacetylaminoethanoic acid (17303-54-7) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) + isopropyl alcohol (67-63-0) → isopropyl [2-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-1-oxoethylamino]acetate (1350618-29-9) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 65% B n/a C n/a

N-carbamoylglycine (462-60-2) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) + isopropyl alcohol (67-63-0) → 2,4-imidazolidinedione (461-72-3) + isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate (1350618-26-6) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A n/a B 65% C n/a D n/a

methanol (67-56-1) + N-carbamoyl-β-alanine (462-88-4) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) → methyl 3-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)propanoate (1350618-21-1) + 4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (123351-54-2, 123351-55-3) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 59% B n/a C n/a D n/a

N-carbamoyl-β-alanine (462-88-4) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) + isopropyl alcohol (67-63-0) → isopropyl 3-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)propanoate (1350618-27-7) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 58% B n/a C n/a

methanol (67-56-1) + grateloupine (2609-10-1) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) → methyl 4-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)butanoate (1350618-22-2) + 4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (123351-54-2, 123351-55-3) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 51% B n/a C n/a D n/a

N-carbamoylglycine (462-60-2) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) + isopropyl alcohol (67-63-0) → (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetic acid (1350618-18-6) + isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate (1350618-26-6) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water for 1h; Reflux;	A 39% B n/a C n/a D n/a

methanol (67-56-1) + ureidoacetylaminoethanoic acid (17303-54-7) + 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) → methyl [2-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-1-oxoethylamino]acetate (1350618-23-3) + 4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (123351-54-2, 123351-55-3) + N,N-dimethylthiourea (534-13-4) + benzil (134-81-6)

Conditions	Yield
With hydrogenchloride; water Reflux;	A 35% B n/a C n/a D n/a

1,3,5-trimethyl-1,3,5-triazacyclohexane (108-74-7) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With sulfur at 175℃;

N,N'-dimethylthioperoxydicarbamic acid (2438-90-6) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
at 110℃;

S-methyl N-methyl dithiocarbamate (13037-11-1) + methylamine (74-89-5) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With ethanol at 100℃;

Methyldithiocarbamidsaeure-ethylester (52664-26-3) + methylamine (74-89-5) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With ethanol at 100℃;

2-Benzoyl-1,3-dimethyl-isothiourea; hydrochloride → benzoyl chloride (98-88-4) + N,N-dimethylthiourea (534-13-4)

Conditions	Yield
In acetic acid Equilibrium constant;

1-Aminoethanesulfonic acid (1636-31-3) + methyl thioisocyanate (556-61-6) + N-cyclohexyl-cyclohexanamine (101-83-7) → Dicyclohexyl-amine; compound with 1-(3-methyl-thioureido)-ethanesulfonic acid (119304-53-9) + N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With pyridine; citric acid 1.) 1.5 h; Yield given. Multistep reaction;

C3H8N2S*C2H3O2(1-) → acetate (71-50-1) + N,N-dimethylthiourea (534-13-4)

Conditions	Yield
In dimethylsulfoxide-d6 Equilibrium constant;

dimethylthiuram disulfide → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
at 100℃;

methyldithiocarbamidacidic methylamine → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With ethanol

5-(2-bromo-1-hydroxyethyl)-2-chloro-N,N-dimethylbenzenesulfonamide (59816-01-2) → 2-(4-chloro-3-dimethylsulfamoylphenyl)-2-hydroxyethyl-N,N-dimethylisothiouronium-bromide + N,N-dimethylthiourea (534-13-4)

N,N'-dimethylaminoiminomethanesulfonic acid (52792-65-1) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
With water; hypochloric acid for 48h; pH=7.4; aq. phosphate buffer;

N,N-dimethylthiourea (534-13-4) + α-bromoacetophenone (70-11-1) → 3-methyl-2-methylamino-4-phenylthiazolylium bromide

Conditions	Yield
at 20℃; for 0.5h; Solid phase reaction; cyclocondensation;	100%

indan-1,2,3-trione hydrate (485-47-2) + N,N-dimethylthiourea (534-13-4) → 3a,8a-dihydroxy-1,3-dimethyl-2-thioxo-2,3,3a,8a-tetrahydro-1H-indeno[1,2-d]imidazole-8-one

Conditions	Yield
at 20℃; for 2h;	100%

N,N-dimethylthiourea (534-13-4) + methyl iodide (74-88-4) → methyl N,N'-dimethyl-imidothiocarbamate hydroiodide (6966-83-2)

Conditions	Yield
In ethanol for 12h;	100%

5,6-dihydro-1-methyl-2,4-diphenylbenzoquinolinium perchlorate + N,N-dimethylthiourea (534-13-4) → 1,2,3-Trimethyl-isothiourea; compound with perchloric acid

Conditions	Yield
In chlorobenzene for 1h; Heating;	98%

C6H9N3O3 (146000-76-2) + N,N-dimethylthiourea (534-13-4) → C14H22N8O5S

Conditions	Yield
In methanol at 25℃; for 0.5h; Cycloaddition;	98%

ethyl (E)-3-((E)-carbamoyldiazenyl)but-2-enoate (146000-77-3) + N,N-dimethylthiourea (534-13-4) → C15H24N8O5S

Conditions	Yield
In methanol at 25℃; for 0.5h; Cycloaddition;	98%

N,N-dimethylthiourea (534-13-4) + cadmium(II) chloride (10108-64-2) → cadmium(II) Cl2 bis(N,N'-dimetylthiourea) (17048-50-9)

Conditions	Yield
In ethanol mixed in hot ethanol, stirred and refluxed for 2 h; filtered hot, crystd. at room temp. for 24 h, filtered, washed twice (ethanol), dried (vac.), dried (vac.), elem. anal.;	98%

3-phenylcarbamoylazo-crotonic acid ethyl ester (94126-56-4, 146000-79-5) + N,N-dimethylthiourea (534-13-4) → C27H32N8O5S

Conditions	Yield
In methanol at 25℃; for 0.5h; Cycloaddition;	97%

N,N-dimethylthiourea (534-13-4) + tert-butyl (3-methoxy-1-methyl-3-oxoprop-1-enyl)diazenecarboxylate → 7-tert-butoxycarbonylamino-6-(N'-tert-butoxycarbonyl-hydrazino)-3,6,8-trimethyl-2-methylimino-4-oxo-1-thia-3,7-diaza-spiro[4.4]non-8-ene-9-carboxylic acid methyl ester

Conditions	Yield
Stage #1: N,N-dimethylthiourea; tert-butyl (3-methoxy-1-methyl-3-oxoprop-1-enyl)diazenecarboxylate In methanol at 25℃; for 0.5h; Cycloaddition; Substitution; Stage #2: With sodium hydride In tetrahydrofuran; methanol at 25℃; for 1h; Cyclization;	97%

{(CH3)2N}(C2H5)BOB(C2H5){N(CH3)2} (124357-24-0) + N,N-dimethylthiourea (534-13-4) → O(μ-C2H5BNCH3)2CS (124379-87-9)

Conditions	Yield
In toluene under inert atm., stirred mixt. of the diboroxane, (NHCH3)2CS and toluene heated for 6 h to 50-60°C (oil bath), refluxed for 16 h; evapn., distd. under vac.; elem. anal.;	97%

[Pt(trans-1,2-diaminocyclohexane)(H2O)2] + N,N-dimethylthiourea (534-13-4) → (trans-1,2-diaminocyclohexane)di(1,3-dimethyl-2-thiourea)platinum(II) dinitrate

Conditions	Yield
In water; acetone at 20℃;	96%

1-(4-methylbenzyl)-2,4,6-triphenylpyridinium perchlorate + N,N-dimethylthiourea (534-13-4) → 1,3-Dimethyl-2-(4-methyl-benzyl)-isothiourea; compound with perchloric acid

Conditions	Yield
In chlorobenzene for 0.5h; Heating;	95%

N,N-dimethylthiourea (534-13-4) + benzil (134-81-6) → 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7)

Conditions	Yield
With sodium hydroxide at 180℃; for 0.025h; Microwave irradiation;	95%
With sodium hydroxide In ethanol; water for 2h; Heating;	82%
With sodium hydroxide In ethanol for 2h; Rate constant; Mechanism; Heating; carbon-13 labelled benzil; further thioureas and benzils;	82%

N,N-dimethylthiourea (534-13-4) + 1-Phenylpropane-1,2-dione (579-07-7) → 4,5-dihydroxy-1,3,4-trimethyl-5-phenyltetrahydroimidazole-2-thione (139386-68-8, 139386-69-9)

Conditions	Yield
With trifluoroacetic acid In tetrahydrofuran; water for 48h; Ambient temperature;	95%

diethyl 2-dodecylmalonate (7252-87-1) + N,N-dimethylthiourea (534-13-4) → 1,3-Dimethyl-5-dodecyl-2-thioxo-4,6(1H,3H,5H)pyrimidindion (438533-61-0)

Conditions	Yield
With sodium ethanolate In ethanol for 24h; Heating;	95%

N,N-dimethylthiourea (534-13-4) + (iodomethyl)trimethoxysilane (53696-78-9) → C7H18N2O3SSi*HI

Conditions	Yield
In methanol for 6h; Heating;	95%

cis-dichlorobis(triphenylphosphine)platinum(II) (10199-34-5, 14056-88-3, 15604-36-1) + N,N-dimethylthiourea (534-13-4) → Pt(PPh3)2(N,N-dimethylthiourea) (212190-62-0)

Conditions	Yield
With Et3N In methanol mixt. of Pt complex, thiourea (1 equiv.) and Et3N in methanol was refluxed for 10 min; H2O added; filtered; washed (H2O, Et2O); dried (vac.); elem. anal.;	95%
With Ag2O In dichloromethane N2-atmosphere; refluxing Pt-complex with excess Ag2O and equimolar amt. of (MeNH)2CS for 4 h; filtration, solvent removal (reduced pressure), dissoln. in CH2Cl2, crystn. on Et2O diffusion into soln.; elem. anal.;	75%

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione (1195504-76-7) + N,N-dimethylthiourea (534-13-4) → 1,3-dimethyl-5,5-diphenyl-2-thioxoimidazolidin-2-one

Conditions	Yield
With water; potassium hydroxide In methanol for 2h; Reflux; diastereoselective reaction;	95%

cyanoacetic acid (372-09-8) + N,N-dimethylthiourea (534-13-4) → 6-amino-N1,N3-dimethyl-2-thioxopyrimidin-4-one (3120-52-3)

Conditions	Yield
With acetic anhydride at 70℃; for 2h; Sealed tube; Microwave irradiation;	95%
Stage #1: cyanoacetic acid; N,N-dimethylthiourea With acetic anhydride at 70℃; Stage #2: With water; sodium hydroxide

indole-2,3-dione (91-56-5) + dimedone (126-81-8) + N,N-dimethylthiourea (534-13-4) → 2'-(3-methyl-2-methylimino)-3,3-dimethyl-3,4-dihydro-2H-4'H-spiro[acridine-9,5'-thiazole]-1,4'-dione

Conditions	Yield
With Sulfonated Sulfurol supported Fe3O4 (Fe3O4(at)SiO2-Pr-Sulfurol-SO3H) In ethanol; water at 80℃; for 3.25h;	95%

N,N-dimethylthiourea (534-13-4) + copper(l) chloride → chlorotris(dimethylthiourea)copper(I) (31323-30-5)

Conditions	Yield
In water CuCl was added to soln. N,N'-dimethylthiourea in water; soln. was filtered and allowed to evaporate, ppt. was washed with EtOH-Et2O (1:1);	94.3%

benzoyl chloride (98-88-4) + N,N-dimethylthiourea (534-13-4) → S-benzoyl-1,3-dimethylisothiuronium chloride (34257-46-0)

Conditions	Yield
In acetone Heating;	94%

diethyl 3-(phenyl)oxirane-2,2-dicarboxylate (58070-00-1) + N,N-dimethylthiourea (534-13-4) → ethyl 1, 3-dimethyl-2,4-dioxo-trans-6-phenylhexahydropyrimidine-5-carboxylate

Conditions	Yield
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 65h; Catalytic behavior; Temperature; Solvent; Reagent/catalyst; Schlenk technique; Inert atmosphere;	94%

copper(l) iodide (7681-65-4) + N,N-dimethylthiourea (534-13-4) → hexakis(dimethylthiourea)dicopper(I) diiodide

Conditions	Yield
In acetonitrile CuI and N,N'-dimethylthiourea were dissolved in boiling MeCN; solvent was evapd., residue was treated with water, product was collected and washed with water; elem. anal.;	93.6%

N,N-dimethylthiourea (534-13-4) + 1,3-dibromo-propane (109-64-8) → 1,3-Bis-(N,N'-dimethylamidino-mercapto)-propan-dihydrobromid (78556-18-0)

Conditions	Yield
at 140℃; for 0.166667h;	93%

5-chloroindole 2,3-dione (17630-76-1) + dimedone (126-81-8) + N,N-dimethylthiourea (534-13-4) → 7-chloro-2'-(3-methyl-2-methylimino)-3,3-dimethyl-3,4-dihydro-2H-4'H-spiro[acridine-9,5'-thiazole]-1,4'-dione

Conditions	Yield
With Sulfonated Sulfurol supported Fe3O4 (Fe3O4(at)SiO2-Pr-Sulfurol-SO3H) In ethanol; water at 80℃; for 3.3h;	93%

4-Nitrophenacyl bromide (99-81-0) + N,N-dimethylthiourea (534-13-4) → p-nitrophenacyldimethylthiouronium bromide

Conditions	Yield
In ethanol Heating;	92%

N-methylene-tert-butylamine (13987-61-6) + N,N-dimethylthiourea (534-13-4) → 5-tert-Butyl-1,3-dimethyl-[1,3,5]triazinane-2-thione (140628-18-8)

Conditions	Yield
for 4h; Heating;	92%

Upstream product

• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 556-61-6 methyl thioisocyanate 
• 74-89-5 methylamine 
• 79645-01-5 N₁,N₃-dimethyl-N₁-nitrosothiourea 
• 110-91-8 morpholine 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 96-31-1 N,N'-Dimethylurea 
• 462-60-2 N-carbamoylglycine 
• 1195504-76-7 4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione 
• 67-63-0 isopropyl alcohol 
• 17303-54-7 ureidoacetylaminoethanoic acid 
• 2609-10-1 grateloupine 
• 462-88-4 N-carbamoyl-β-alanine 
• 67-56-1 methanol 

Downstream Products

• 598-52-7 1-(methyl)-thiourea 
• 141097-96-3 1,3-dimethyl-5-phenyl-2-thioxo-dihydro-pyrimidine-4,6-dione 
• 101938-70-9 2-thio-N,N'-dimethylphenobarbital 
• 100795-34-4 1,3,5-trimethyl-5-phenyl-2-thio-barbituric acid 
• 17267-51-5 1-methyl-5-(methylamino)-1H-tetrazole 
• 74-89-5 methylamine 
• 41306-29-0 (3-methyl-2-methylimino-4-oxo-thiazolidin-5-yl)-acetic acid 
• 25952-35-6 3,5-dimethyl-[1,3,5]oxadiazinane-4-thione 
• 2986-23-4 N,N',S-trimethyl-isothiourea 
• 17127-21-8 2,6-diphenyl-4H-[1,3,5]thiadiazine 
• 71535-32-5 N¹,N²-dimethyl-2,5-diphenyl-Δ²-1,3,4-thiadiazoline-4-carboxamidine 
• 46456-97-7 Bis--sulfid 
• 46735-08-4 Bis--sulfid 
• 16238-35-0 2-Methylimino-3-methyl-4-oxo-6-methoxycarbonyl-2,3-dihydro-1,3-thiazin 

Relevant articles and documents

A Novel Synthesis of 1,3,5-Triazine Derivative under High Pressure

5,6-Dihydro-1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione (1) was synthesized by the reaction of methyl isothiocyanate under high pressure in the presence of Et3N and H2O.The yield and selectivity of 1 were seriously effected by pressure, reaction temperature, solvent, and the amount of H2O.

CARBAMATES

The present invention relates to carbamates of formula (I), wherein the variables are defined according to the description, as well as to a process for manufacturing carbamates of formula (I), and to the use of carbamates of formula (I) in manufacturing benzoxazinones of formula (VII).

α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols

Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5- dihydroxy-4,5-diphenylimidazolidine- 2-thiones in methanol or propan-2-ol led to the formation of previously unknown ω-(4,6-dialkyl- 2-oxo-3a,6a-diphenyl- 5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis. Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl- 5-thioxooctahydroimidazo[4,5-d] imidazol-1-yl)acetate showed anxiolytic effect. Pleiades Publishing, Ltd., 2011.