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62-56-6 Usage

Description

Thiourea appears as white crystal/powder, is combustible, and on contact with fire, gives off irritating or toxic fumes/gases. Thiourea is a reducing agent used primarily in the production of bleached recycled pulp. In addition, it is also effective in the bleaching of stone groundwood, pressurised groundwood. Thiourea undergoes decomposition on heating and produces toxic fumes of nitrogen oxides and sulphur oxides. It reacts violently with acrolein, strong acids, and strong oxidants. The main application of thiourea is in textile processing and also is commonly employed as a source of sulphide. Thiourea is a precursor to sulphide to produce metal sulphides, for example, mercury sulphide, upon reaction with the metal salt in aqueous solution. The industrial uses of thiourea include production of flame-retardant resins and vulcanisation accelerators. Thiourea is used as an auxiliary agent in diazo paper, light-sensitive photocopy paper, and almost all other types of copy paper. Thiourea is used in many industrial applications, including as a chemical intermediate or catalyst, in metal processing and plating, and in photoprocessing.

Chemical Properties

Different sources of media describe the Chemical Properties of 62-56-6 differently. You can refer to the following data:
1. Thiourea consists of colorless, lustrous crystals or powder with a bitter taste.
2. white crystals or powder

Uses

Different sources of media describe the Uses of 62-56-6 differently. You can refer to the following data:
1. The product is wildly used in pharmaceutical industry, agricultural, chemicals, metallurgical industry, petroleum and so on. It is also main material for producing thiourea dioxide(CH1N2O2S).
2. Chaotropic agent; strong denaturant. Increases solubility and recovery of proteins
3. Used in determination of bismuth.
4. In animal glue liquifiers and silver tarnish removers. Photographic fixing agent and to remove stains from negatives; manufacture of resins; vulcanization accelerator; a reagent for bismuth, selenite ions.
5. Thiourea is used in the manufacture of resins,as a vulcanization accelerator, and as aphotographic fixing agent and to removestains from negatives.
6. The most common uses for thiourea have been for the production of thiourea dioxide (30%), in leaching of gold and silver ores (25%), in diazo papers (15%), and as a catalyst in the synthesis of fumaric acid (10%) (IARC 2001). It has also been used in the production and modification of synthetic resins. Other uses of thiourea are as a photographic toning agent, in hair preparations, as a drycleaning agent, in the synthesis of pharmaceuticals and pesticides, in boiler-water treatment, and as a reagent for bismuth and selenite ions. It has also been used in textile and dyeing auxiliaries, in the production of industrial cleaning agents (e.g., for photographic tanks and metal surfaces in general), for engraving metal surfaces, as an isomerization catalyst in the conversion of maleic to fumaric acid, in copper-refining electrolysis, in electroplating, and as an antioxidant. Other uses have included as a vulcanization accelerator, an additive for slurry explosives,as a viscosity stabilizer for polymer solutions, and as a mobility buffer in petroleum extraction. It is also used as an ingredient of consumer silver polishes (HPD 2009), and has been used in the removal of mercury from wastewater by chlorine-alkali electrolysis (IARC 1974, 2001, WHO 2003).

Production Methods

Thiourea is formed by heating ammonium thiocyanate at 170 °C (338 °F). After about an hour, 25% conversion is achieved. With HCl, thiourea forms thiourea hydrochloride; with mercuric oxide, thiourea forms a salt; and with silver chloride, it forms a complex salt.

Preparation

Thiourea is manufactured by heating ammonium thiocyanate at 140-145°C for about 4 hours; equilibrium is established when about 25% of the thiocyanate is converted to thiourea.Thiourea may also be prepared by the interaction of cyanamide and hydrogen sulphide:Thiourea closely resembles urea in that reaction with formaldehyde gives methylol derivatives and then resinous condensates which on continued heating yield network structures. Thiourea-formaldehyde resins are slower curing than urea-formaldehyde resins and the hardened products are more brittle and more water-resistant. At one time thiourea-formaldehyde resins were added to urea-formaldehyde resins to give mouldings and laminates with improved water-resistance. These mixed resins have now been largely superseded by melamine-formaldehyde resins which give products with better resistance to heat.

Definition

Different sources of media describe the Definition of 62-56-6 differently. You can refer to the following data:
1. A colorless crystalline organic compound (the sulfur analog of urea). It is converted to the inorganic compound ammonium thiocyanate on heating. It is used as a sensitizer in photography and in medicine.
2. thiourea: A white crystalline solid,(NH2)2CS; r.d. 1.4; m.p. 182°C. It isused as a fixer in photography.
3. ChEBI: The simplest member of the thiourea class, consisting of urea with the oxygen atom substituted by sulfur.

General Description

White or off-white crystals or powder. Sinks and mixes with water.

Air & Water Reactions

Water soluble.

Reactivity Profile

Thiocarbamide is a white crystalline material or powder, toxic, carcinogenic. When heated to decomposition Thiocarbamide emits very toxic fumes of oxides of sulfur and oxides of nitrogen. Violent exothermic polymerization reaction with acrylaldehyde (acrolein) [MCA SD-85, 1961], violent decomposition of the reaction product with hydrogen peroxide and nitric acid [Bjorklund G. H. et al., Trans. R. Soc. Can.,1950, 44, p. 28], spontaneous explosion upon grinding with potassium chlorate [Soothill, D., Safety Management, 1992, 8(6), p. 11].

Hazard

A questionable carcinogen. May not be used in food products (FDA); skin irritant (allergenic).

Health Hazard

Different sources of media describe the Health Hazard of 62-56-6 differently. You can refer to the following data:
1. Poisonous inhaled or swallowed. Irritating to skin; may cause allergic skin eruptions.
2. The acute oral toxicity of thiourea in mostanimals is of low order. The oral LD50 values reported in the literature show variation.Symptoms of chronic effects in rats includebone marrow depression and goiters. Administration of 32.8 mol of thiourea in chickembryos on day 17 of incubation resultedin the accumulation of parabronchial liquidin those embryos (Wittman et al. 1987). Theinvestigators have attributed such changes tothe toxic effects of thiourea, rather to than aretardation of pulmonary development.Dedon and coworkers (1986) observed thepossible protective action of thiourea againstplatinum toxicity. Thiourea and other sulfur-containing nucleophiles have the ability tochelate and remove platinum from biochemical sites of toxicity.Oral administration of thiourea resultedin tumors in the liver and thyroid in rats.It is carcinogenic to animals and has shownsufficient evidence.

Fire Hazard

Noncombustible solid. There is no report of any explosion resulting from reactions of thiourea. Small amounts of thiourea in contact with acrolein may polymerize acrolein, which is a highly exothermic reaction.

Agricultural Uses

Thiourea is a sulphur analogue of urea. It is a crystalline and colorless solid which is relatively insoluble in water. Thiourea, capable of breaking the dormancy of seeds, is used to stimulate seed germination. Seeds are soaked for less than 24 hours before planting.

Contact allergens

Thiourea is used as a cleaner agent for silver and cop- per, and as an antioxidant in diazo copy paper. It can induce (photo-) contact dermatitis.

Biochem/physiol Actions

Thiourea is a free radical scavenger of the peroxide radical. It was shown to inhibit lipid peroxidation and ultraviolet (UV)-induced crosslinking of collagen. Bud dormancy in plants can be inhibited by thiourea, which is used as a growth stimulator. It is also known to be used in the treatment of hyperthyroidism.

Potential Exposure

Thiourea is used as rubber antiozonant, toning agent; corrosion inhibitor; and in pharmaceutical manufacture; in the manufacture of photosensitive papers; flame-retardant textile sizes; boiler water treatment. It is also used in photography; pesticide manufacture; in textile chemicals.

Carcinogenicity

Thiourea is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Purification Methods

Crystallise thiourea from absolute EtOH, MeOH, acetonitrile or water. Dry it under vacuum over H2SO4 at room temperature. [Beilstein 3 IV 342.]

Incompatibilities

Dust may form explosive mixture with air. Reacts violently with acrolein, strong acids (nitric acid). Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Check Digit Verification of cas no

The CAS Registry Mumber 62-56-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 2 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 62-56:
(4*6)+(3*2)+(2*5)+(1*6)=46
46 % 10 = 6
So 62-56-6 is a valid CAS Registry Number.
InChI:InChI=1/CH4N2O4S/c2-1(4)3-8(5,6)7/h(H3,2,3,4)(H,5,6,7)

62-56-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (T2835)  Thiourea [for Biochemical Research]  >99.0%(T)

  • 62-56-6

  • 5g

  • 255.00CNY

  • Detail
  • TCI America

  • (T2835)  Thiourea [for Biochemical Research]  >99.0%(T)

  • 62-56-6

  • 25g

  • 520.00CNY

  • Detail
  • TCI America

  • (T2475)  Thiourea  >99.0%(T)

  • 62-56-6

  • 300g

  • 190.00CNY

  • Detail
  • Alfa Aesar

  • (A12828)  Thiourea, 99%   

  • 62-56-6

  • 100g

  • 253.0CNY

  • Detail
  • Alfa Aesar

  • (A12828)  Thiourea, 99%   

  • 62-56-6

  • 500g

  • 383.0CNY

  • Detail
  • Alfa Aesar

  • (A12828)  Thiourea, 99%   

  • 62-56-6

  • 2500g

  • 1341.0CNY

  • Detail
  • Alfa Aesar

  • (A12828)  Thiourea, 99%   

  • 62-56-6

  • 10000g

  • 4301.0CNY

  • Detail
  • Alfa Aesar

  • (36609)  Thiourea, ACS, 99% min.   

  • 62-56-6

  • 50g

  • 281.0CNY

  • Detail
  • Alfa Aesar

  • (36609)  Thiourea, ACS, 99% min.   

  • 62-56-6

  • 250g

  • 676.0CNY

  • Detail
  • Alfa Aesar

  • (36609)  Thiourea, ACS, 99% min.   

  • 62-56-6

  • 1kg

  • 1084.0CNY

  • Detail
  • Sigma-Aldrich

  • (30885)  Thiourea  ≥99.999% (metals basis)

  • 62-56-6

  • 30885-5G

  • 1,990.17CNY

  • Detail
  • Sigma-Aldrich

  • (88810)  Thiourea  puriss. p.a., ACS reagent, ≥99.0%

  • 62-56-6

  • 88810-100G

  • 918.45CNY

  • Detail

62-56-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name thiourea

1.2 Other means of identification

Product number -
Other names THU

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:62-56-6 SDS

62-56-6Synthetic route

isothiocyanic acid
3129-90-6

isothiocyanic acid

thiourea
62-56-6

thiourea

Conditions
ConditionsYield
With ammonia
3-chloro-5,5-dimethyl-4,5-dihydroisoxazoline
326829-08-7

3-chloro-5,5-dimethyl-4,5-dihydroisoxazoline

thiourea
62-56-6

thiourea

5,5-dimethyl-4,5-dihydroisoxazol-3-yl carbamimidothioate hydrobromide

5,5-dimethyl-4,5-dihydroisoxazol-3-yl carbamimidothioate hydrobromide

Conditions
ConditionsYield
Stage #1: thiourea With hydrogen bromide In acetonitrile at 20℃; for 1h;
Stage #2: 3-chloro-5,5-dimethyl-4,5-dihydroxyisoxazole In acetonitrile at 40℃;
96%
5-thiocyanatomethyl-8-methyl-2H,4H-1,3-dioxino<4,5-c>pyridine

5-thiocyanatomethyl-8-methyl-2H,4H-1,3-dioxino<4,5-c>pyridine

thiourea
62-56-6

thiourea

C10H14N3O2S(1+)*ClH*Cl(1-)

C10H14N3O2S(1+)*ClH*Cl(1-)

Conditions
ConditionsYield
In ethanol for 1h; Heating;93%
2-methyl-2-phenyl-1,3-oxathiolan-5-one
797799-58-7

2-methyl-2-phenyl-1,3-oxathiolan-5-one

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

thiourea
62-56-6

thiourea

C10H9ClN2OS2

C10H9ClN2OS2

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenyl-1,3-oxathiolan-5-one; 4-chlorobenzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
93%
5-chloromethyl-1,3-dioxinopyridine
111335-14-9

5-chloromethyl-1,3-dioxinopyridine

thiourea
62-56-6

thiourea

S-(8-methyl-2H,4H-1,3-dioxino<4,5-c>pyridyl)methylthiuronium hydrochloride

S-(8-methyl-2H,4H-1,3-dioxino<4,5-c>pyridyl)methylthiuronium hydrochloride

Conditions
ConditionsYield
In ethanol for 1h; Heating;91%
2-methyl-2-phenyl-1,3-oxathiolan-5-one
797799-58-7

2-methyl-2-phenyl-1,3-oxathiolan-5-one

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

thiourea
62-56-6

thiourea

C12H15N3OS2

C12H15N3OS2

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenyl-1,3-oxathiolan-5-one; 4-dimethylamino-benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
91%
2-phenylazlactone
1199-01-5

2-phenylazlactone

benzaldehyde
100-52-7

benzaldehyde

thiourea
62-56-6

thiourea

C17H15N3O2S

C17H15N3O2S

Conditions
ConditionsYield
Stage #1: 2-phenylazlactone; benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
90%
2-phenylazlactone
1199-01-5

2-phenylazlactone

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

thiourea
62-56-6

thiourea

C19H20N4O2S

C19H20N4O2S

Conditions
ConditionsYield
Stage #1: 2-phenylazlactone; 4-dimethylamino-benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
89%
tert-butyl (1R,5S,6R)-6-(3-ethoxy-3-oxopropanoyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

tert-butyl (1R,5S,6R)-6-(3-ethoxy-3-oxopropanoyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

thiourea
62-56-6

thiourea

tert-butyl (1R,5S,6r)-6-(6-hydroxy-2-mercaptopyrimidin-4-yl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

tert-butyl (1R,5S,6r)-6-(6-hydroxy-2-mercaptopyrimidin-4-yl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

Conditions
ConditionsYield
With sodium methylate In methanol for 16h; Reflux; Inert atmosphere;88.6%
2-phenylazlactone
1199-01-5

2-phenylazlactone

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

thiourea
62-56-6

thiourea

C17H14ClN3O2S

C17H14ClN3O2S

Conditions
ConditionsYield
Stage #1: 2-phenylazlactone; 4-chlorobenzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
88%
2-methyl-2-phenyl-1,3-oxathiolan-5-one
797799-58-7

2-methyl-2-phenyl-1,3-oxathiolan-5-one

benzaldehyde
100-52-7

benzaldehyde

thiourea
62-56-6

thiourea

C10H10N2OS2

C10H10N2OS2

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenyl-1,3-oxathiolan-5-one; benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
86%
6-amino-5-chloro-1,3-dimethylpyrimidin-2,4-dione
54107-71-0

6-amino-5-chloro-1,3-dimethylpyrimidin-2,4-dione

thiourea
62-56-6

thiourea

1,3-Dimethyl-5-amidinothio-6-aminouracil Hydrochlorid
79576-81-1

1,3-Dimethyl-5-amidinothio-6-aminouracil Hydrochlorid

Conditions
ConditionsYield
In ethanol for 4h; Ambient temperature;85%
2-phenylazlactone
1199-01-5

2-phenylazlactone

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

thiourea
62-56-6

thiourea

C18H17N3O3S

C18H17N3O3S

Conditions
ConditionsYield
Stage #1: 2-phenylazlactone; 4-methoxy-benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
85%
2-methyl-2-phenyl-1,3-oxathiolan-5-one
797799-58-7

2-methyl-2-phenyl-1,3-oxathiolan-5-one

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

thiourea
62-56-6

thiourea

C11H12N2O2S2

C11H12N2O2S2

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenyl-1,3-oxathiolan-5-one; 4-methoxy-benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
85%
(2-(N,N-dimethylamino)methylidene)-4,5-dihydrothiophen-3-one
1447827-69-1

(2-(N,N-dimethylamino)methylidene)-4,5-dihydrothiophen-3-one

thiourea
62-56-6

thiourea

6,7-dihydrothieno[3,2-d]pyrimidine-2-thiol
1375067-93-8

6,7-dihydrothieno[3,2-d]pyrimidine-2-thiol

Conditions
ConditionsYield
With sodium methylate; sodium hydrogencarbonate at 100℃; for 3h;85%
β-sitosteryl p-toluenesulfonate
18089-46-8

β-sitosteryl p-toluenesulfonate

thiourea
62-56-6

thiourea

β-sitosteryl isothiouronium tosylate

β-sitosteryl isothiouronium tosylate

Conditions
ConditionsYield
In pyridine; ethanol for 4.5h; Heating;82%
sodium hydroxymethanesulfonate monohydrate
6035-46-7

sodium hydroxymethanesulfonate monohydrate

thiourea
62-56-6

thiourea

disodium salt of N,N'-disulfomethylthiourea
120642-72-0

disodium salt of N,N'-disulfomethylthiourea

Conditions
ConditionsYield
With sodium hydroxide at 90 - 100℃; for 3h;81%
5-bromobarbituric acid
19645-78-4

5-bromobarbituric acid

thiourea
62-56-6

thiourea

(2,4,6-trioxohexahydropyrimidin-5-yl) carbamimidothioate
409315-26-0

(2,4,6-trioxohexahydropyrimidin-5-yl) carbamimidothioate

Conditions
ConditionsYield
In water at 50 - 60℃; for 1h; Solvent; Time; Green chemistry;81%
1,4-diaza-3-bromo-cyclohexane-2,5-dione
1204388-39-5

1,4-diaza-3-bromo-cyclohexane-2,5-dione

thiourea
62-56-6

thiourea

2-imino-6-oxo-thiazolo[4,5-b]piperazine
1204388-41-9

2-imino-6-oxo-thiazolo[4,5-b]piperazine

Conditions
ConditionsYield
With pyridine In ethanol for 0.25h; Sonication;78%
4-((N,N-dimethylamino)methylidene)-4,5-dihydrothiophen-3-one
1447827-70-4

4-((N,N-dimethylamino)methylidene)-4,5-dihydrothiophen-3-one

thiourea
62-56-6

thiourea

5,7-dihydrothieno[3,4-d]pyrimidine-2-thiol
1375067-64-3

5,7-dihydrothieno[3,4-d]pyrimidine-2-thiol

Conditions
ConditionsYield
With sodium methylate; sodium hydrogencarbonate at 100℃; for 3h;72%
2-chloro-7-methyladenine hydrochloride
104802-75-7

2-chloro-7-methyladenine hydrochloride

thiourea
62-56-6

thiourea

2-thio-6-amino-7-methylpurine
104802-77-9

2-thio-6-amino-7-methylpurine

Conditions
ConditionsYield
In butan-1-ol for 6.5h; Heating;67%
3-(1,2-dihydro-4-hydroxy-1-methyl-2-oxoquinolin-3-yl)-3-oxopropanal

3-(1,2-dihydro-4-hydroxy-1-methyl-2-oxoquinolin-3-yl)-3-oxopropanal

thiourea
62-56-6

thiourea

4-hydroxy-3-(2-mercaptopyrimidin-4-yl)-1-methylquinolin-2(1H)-one

4-hydroxy-3-(2-mercaptopyrimidin-4-yl)-1-methylquinolin-2(1H)-one

Conditions
ConditionsYield
In ethanol for 4h; Reflux;66%
ethyl 4-(chloromethyl)-7-(methoxymethyl)-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carboxylate

ethyl 4-(chloromethyl)-7-(methoxymethyl)-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carboxylate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

thiourea
62-56-6

thiourea

N-{4-(7-methoxymethyl-4-oxo-8-phenyl-1,4-dihydropyrazolo[5,1-c][1,2,4]triazin-3-yl)-1,3-thiazol-2-yl}formamide

N-{4-(7-methoxymethyl-4-oxo-8-phenyl-1,4-dihydropyrazolo[5,1-c][1,2,4]triazin-3-yl)-1,3-thiazol-2-yl}formamide

Conditions
ConditionsYield
for 0.166667h; Reflux;64%
ethyl 4-(chloromethyl)-7-methyl-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carboxylate

ethyl 4-(chloromethyl)-7-methyl-8-phenylpyrazolo[5,1-c][1,2,4]triazine-3-carboxylate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

thiourea
62-56-6

thiourea

N-{4-(7-methyl-4-oxo-8-phenyl-1,4-dihydropyrazolo[5,1-c][1,2,4]triazin-3-yl)-1,3-thiazol-2-yl}formamide

N-{4-(7-methyl-4-oxo-8-phenyl-1,4-dihydropyrazolo[5,1-c][1,2,4]triazin-3-yl)-1,3-thiazol-2-yl}formamide

Conditions
ConditionsYield
for 0.166667h; Reflux;62%
2-benzylidene-indan-1,3-dione
5381-33-9

2-benzylidene-indan-1,3-dione

thiourea
62-56-6

thiourea

2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine
60477-74-9

2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine

Conditions
ConditionsYield
at 170℃;60%
3,3-dimercapto-1-(4-biphenyl)-2-propen-1-one
92600-09-4

3,3-dimercapto-1-(4-biphenyl)-2-propen-1-one

thiourea
62-56-6

thiourea

2,4-Dimercapto-6-(4-biphenyl)pyrimidine

2,4-Dimercapto-6-(4-biphenyl)pyrimidine

Conditions
ConditionsYield
With NaOC3H7 In propan-1-ol for 2h; Heating;52%
2-phenylazlactone
1199-01-5

2-phenylazlactone

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

thiourea
62-56-6

thiourea

C19H20N4O2S

C19H20N4O2S

Conditions
ConditionsYield
Stage #1: 2-phenylazlactone; 4-dimethylamino-benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
52%
2-methyl-2-phenyl-1,3-oxathiolan-5-one
797799-58-7

2-methyl-2-phenyl-1,3-oxathiolan-5-one

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

thiourea
62-56-6

thiourea

C20H23N3O2S2

C20H23N3O2S2

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenyl-1,3-oxathiolan-5-one; 4-dimethylamino-benzaldehyde With 1-n-butyl-3-methylimidazolim bromide In acetonitrile at 20℃; Knoevenagel condensation;
Stage #2: thiourea In acetonitrile at 20℃; optical yield given as %de; diastereoselective reaction;
51%
1,4-diaza-3,3-dibromo-cyclohexane-2,5-dione
1204388-40-8

1,4-diaza-3,3-dibromo-cyclohexane-2,5-dione

thiourea
62-56-6

thiourea

1-thia-2-imino-3,5,8-triaza-3H,5H,8H-7-dihydro-6,9-dioxo-spiro[3,5]nonane
1204388-56-6

1-thia-2-imino-3,5,8-triaza-3H,5H,8H-7-dihydro-6,9-dioxo-spiro[3,5]nonane

Conditions
ConditionsYield
With pyridine In ethanol for 0.133333h; Sonication;51%
(Z)-4-Bromo-3-hydroxy-1-(3-methoxy-phenyl)-but-3-en-1-one

(Z)-4-Bromo-3-hydroxy-1-(3-methoxy-phenyl)-but-3-en-1-one

thiourea
62-56-6

thiourea

2-(2-Amino-thiazol-4-yl)-1-(3-methoxy-phenyl)-ethanone; hydrobromide
134259-66-8

2-(2-Amino-thiazol-4-yl)-1-(3-methoxy-phenyl)-ethanone; hydrobromide

Conditions
ConditionsYield
In acetone 1.) RT, 2.) reflux, 30 min;50%
(Z)-4-Bromo-1-(3,4-dimethyl-phenyl)-3-hydroxy-but-3-en-1-one

(Z)-4-Bromo-1-(3,4-dimethyl-phenyl)-3-hydroxy-but-3-en-1-one

thiourea
62-56-6

thiourea

2-(2-Amino-thiazol-4-yl)-1-(3,4-dimethyl-phenyl)-ethanone; hydrobromide
134259-71-5

2-(2-Amino-thiazol-4-yl)-1-(3,4-dimethyl-phenyl)-ethanone; hydrobromide

Conditions
ConditionsYield
In acetone 1.) RT, 2.) reflux, 30 min;48%

62-56-6Upstream product

62-56-6Relevant articles and documents

C-S bond-forming reactions of barbiturylbromide with isothiocarbamides in aqueous media

Sontakke, Madhuri M.,Jichkar, Atul A.,Dhonde, Madhukar G.,Bhaskar, Chandrakant S.,Berad, Baliram N.

supporting information, p. 340 - 345 (2014/01/06)

The C-S cross coupling of pharmaceutically active barbituric acid derivatives has been achieved by the interaction of selective monobromobarbituric acid with thioureas in an aqueous medium. This method is applicable for simple thiourea as well as monosubstituted thioureas, and corresponding products are obtained in good yield. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

BORONIC ACID AND ESTER INHIBITORS OF THROMBIN

-

, (2008/06/13)

Novel boronic acid and ester and carboxyl-modified amino acid compounds of the Formula I, which are inhibitors of trypsin-like enzymes, are disclosed:R 1--Z--CHR 2--A, where R 1, Z, R 2 and A are defined within.

Process for preparation of enantiomerically pure polysubstituted 1,4-dihydropyridines

-

, (2008/06/13)

A process for the optical resolution of racemic 1,4-dihydropyridines, containing isothioureido groups. Salification of racemic isothioureas with optically active acids produces diasteroisomeric mixtures of isothiouronium salts, that, using conventional techniques, are separated in the individual components to give optically pure isothioureides of 1,4-dihydropyridines and salts thereof with conventional acids. Said optically pure 1,4-dihydropyridines can then be subjected to desulphuration and to different transformations to give to other enantiomerically pure and therapeutically useful 1,4-dihydropyridines.

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