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62-56-6

Basic Information
CAS No.: 62-56-6
Name: Thiourea
Molecular Structure:
Molecular Structure of 62-56-6 (Thiourea)
Formula: CH4N2S
Molecular Weight: 76.13
Synonyms: Thiocarbamide;Urea, thio-;beta-Thiopseudourea;Pseudothiourea;Sulourea;Thio urea;Thiocarbonic acid diamide;.beta.-Thiopseudourea;Urea, thio- (8CI);Thiocarbamide, thiourea;Usaf ek-497;2-Thiopseudourea;Isothiourea;Thiomocovina [Czech];Sulfouren;Urea, 2-thio-;
EINECS: 200-543-5
Density: 1.326 g/cm3
Melting Point: 171 °C
Boiling Point: 186.836 °C at 760 mmHg
Flash Point: 66.796 °C
Solubility: 13.6 g/100 mL (20 °C) in water
Appearance: white crystals or powder
Hazard Symbols: HarmfulXn, DangerousN
Risk Codes: 22-40-51/53-63
Safety: 36/37-61
Transport Information: UN 2811 6.1/PG 3
PSA: 84.13000
LogP: 0.58930
Synthetic route
3129-90-6

isothiocyanic acid

62-56-6

thiourea

Conditions
ConditionsYield
With ammonia
326829-08-7

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

62-56-6

thiourea

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

62-56-6

thiourea

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

Conditions
ConditionsYield
In ethanol for 1h; Heating;93%
797799-58-7

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

104-88-1

4-chlorobenzaldehyde

62-56-6

thiourea

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%
111335-14-9

5-chloromethyl-1,3-dioxinopyridine

62-56-6

thiourea

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

Conditions
ConditionsYield
In ethanol for 1h; Heating;91%
797799-58-7

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

100-10-7

4-dimethylamino-benzaldehyde

62-56-6

thiourea

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%
1199-01-5

2-phenylazlactone

100-52-7

benzaldehyde

62-56-6

thiourea

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%
1199-01-5

2-phenylazlactone

100-10-7

4-dimethylamino-benzaldehyde

62-56-6

thiourea

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

62-56-6

thiourea

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%
1199-01-5

2-phenylazlactone

104-88-1

4-chlorobenzaldehyde

62-56-6

thiourea

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%
797799-58-7

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

100-52-7

benzaldehyde

62-56-6

thiourea

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%
54107-71-0

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

62-56-6

thiourea

79576-81-1

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

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

2-phenylazlactone

123-11-5

4-methoxy-benzaldehyde

62-56-6

thiourea

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%
797799-58-7

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

123-11-5

4-methoxy-benzaldehyde

62-56-6

thiourea

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%
1447827-69-1

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

62-56-6

thiourea

1375067-93-8

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

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

β-sitosteryl p-toluenesulfonate

62-56-6

thiourea

β-sitosteryl isothiouronium tosylate

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

sodium hydroxymethanesulfonate monohydrate

62-56-6

thiourea

120642-72-0

disodium salt of N,N'-disulfomethylthiourea

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

5-bromobarbituric acid

62-56-6

thiourea

409315-26-0

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

Conditions
ConditionsYield
In water at 50 - 60℃; for 1h; Solvent; Time; Green chemistry;81%
1204388-39-5

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

62-56-6

thiourea

1204388-41-9

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

Conditions
ConditionsYield
With pyridine In ethanol for 0.25h; Sonication;78%
1447827-70-4

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

62-56-6

thiourea

1375067-64-3

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

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

2-chloro-7-methyladenine hydrochloride

62-56-6

thiourea

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

62-56-6

thiourea

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

68-12-2, 33513-42-7

N,N-dimethyl-formamide

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

Conditions
ConditionsYield
for 0.166667h; Reflux;64%

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

68-12-2, 33513-42-7

N,N-dimethyl-formamide

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

Conditions
ConditionsYield
for 0.166667h; Reflux;62%
5381-33-9

2-benzylidene-indan-1,3-dione

62-56-6

thiourea

60477-74-9

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

Conditions
ConditionsYield
at 170℃;60%
92600-09-4

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

62-56-6

thiourea

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

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

2-phenylazlactone

100-10-7

4-dimethylamino-benzaldehyde

62-56-6

thiourea

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%
797799-58-7

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

100-10-7

4-dimethylamino-benzaldehyde

62-56-6

thiourea

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%
1204388-40-8

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

62-56-6

thiourea

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

62-56-6

thiourea

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

62-56-6

thiourea

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%
Raw Materials
3129-90-6
Downstream Products
2986-19-8
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    CAS No.: 62-56-6 EINECS RN: 200-543-5 Molecular Formula: CH4N2S Molecular Weight: 76.12 Properties: white or light yellow flakes, column or

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Chemistry

Molecule structure of Thiourea (CAS NO.62-56-6):

IUPAC Name: Thiourea 
Molecular Weight: 76.12086 g/mol
Molecular Formula: CH4N2
Density: 1.326 g/cm3 
Melting Point: 171 °C
Boiling Point: 186.8 °C at 760 mmHg 
Flash Point: 66.8 °C
Index of Refraction: 1.654
Molar Refractivity: 21.04 cm3
Molar Volume: 57.3 cm3
Polarizability: 8.34×10-24 cm3
Surface Tension: 89.5 dyne/cm 
Enthalpy of Vaporization: 42.31 kJ/mol
Vapour Pressure: 0.65 mmHg at 25 °C 
Storage Temp.: store at RT.
Water Solubility: 13.6 g/100 mL (20 °C)
XLogP3-AA: -0.8
H-Bond Donor: 2
Tautomer Count: 2
Exact Mass: 76.009519
MonoIsotopic Mass: 76.009519
Topological Polar Surface Area: 52
Heavy Atom Count: 4
Complexity: 29
Canonical SMILES: C(=S)(N)N
InChI: InChI=1S/CH4N2S/c2-1(3)4/h(H4,2,3,4)
InChIKey: UMGDCJDMYOKAJW-UHFFFAOYSA-N
EINECS: 200-543-5
Product Categories: Inorganic Chemicals;Organics

Uses

 Thiourea is used as reagents used for analysis, complex indicator and chromatography reagents.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo subcutaneous 10gm/kg (10000mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 177, 1959.
guinea pig LDLo subcutaneous 4gm/kg (4000mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 177, 1959.
mammal (species unspecified) LD50 intraperitoneal 3500mg/kg (3500mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(3), Pg. 42, 1986.
mammal (species unspecified) LDLo oral 1gm/kg (1000mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(3), Pg. 42, 1986.
man LDLo unreported 147mg/kg (147mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,
rabbit LDLo oral 6985mg/kg (6985mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 177, 1959.
rat LD50 intraperitoneal 436mg/kg (436mg/kg)   Food and Cosmetics Toxicology. Vol. 3, Pg. 597, 1965.
 
rat LD50 oral 125mg/kg (125mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 177, 1959.
women TDLo oral 1660mg/kg/5W (1660mg/kg) BLOOD: HEMORRHAGE

BLOOD: GRANULOCYTOPENIA

BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)
Lancet. Vol. 246, Pg. 179, 1944.

Safety Profile

Hazard Codes: HarmfulXn, DangerousN
Risk Statements: 22-40-51/53-63 
R22:Harmful if swallowed. 
R40:Limited evidence of a carcinogenic effect. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R63:Possible risk of harm to the unborn child.
Safety Statements: 36/37-61 
S36/37:Wear suitable protective clothing and gloves. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 2
RTECS: YU2800000
HazardClass: 6.1
PackingGroup: III
HS Code: 29309070
Hazardous Substances Data: 62-56-6(Hazardous Substances Data)

Specification

 Thiourea (CAS NO.62-56-6) is also named as 2-Thiopseudourea ; 2-Thiourea ; AI3-03582 ; CCRIS 588 ; Caswell No. 855 ; EPA Pesticide Chemical Code 080201 ; HSDB 1401 ; Isothiourea ; NSC 5033 ; Pseudothiourea ; Pseudourea, 2-thio- ; RCRA waste number U219 ; Sulourea ; THU ; Thiocarbamide ; Thiocarbonic acid diamide ; Thiomocovina ; Thiomocovina [Czech] ; Thiuronium ; Tsizp 34 ; USAF EK-497 ; Urea, 2-thio- ; Urea, thio- ; beta-Thiopseudourea . Thiourea (CAS NO.62-56-6) is white crystals or powder . It is water soluble. Thiourea is toxic and carcinogenic. When heated to decomposition Thiourea emits very toxic fumes of oxides of sulfur and oxides of nitrogen. Violent exothermic polymerization reaction with acrylaldehyde (acrolein), violent decomposition of the reaction product with hydrogen peroxide and nitric acid , spontaneous explosion upon grinding with potassium chlorate. Poisonous inhaled or swallowed. Irritating to skin; may cause allergic skin eruptions.