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Benzoylthiourea

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Name

Benzoylthiourea

EINECS -0
CAS No. 614-23-3 Density 1.301g/cm3
PSA 87.21000 LogP 1.75120
Solubility Insoluble in water. Melting Point 174-176°C
Formula C8H8N2OS Boiling Point 319.5 °C at 760 mmHg
Molecular Weight 180.23 Flash Point 147.1 °C
Transport Information N/A Appearance N/A
Safety 22-36/37 Risk Codes 22
Molecular Structure Molecular Structure of 614-23-3 (1-BENZOYL-2-THIOUREA) Hazard Symbols IrritantXi
Synonyms

Urea,1-benzoyl-2-thio- (6CI,7CI,8CI);1-Benzoyl-2-thiourea;1-Benzoylthiourea;Benzoylthiourea;N-Benzoylthiourea;NSC 5784;Necacyl;N-carbamothioylbenzamide;

Article Data 36

Benzoylthiourea Synthetic route

1147550-11-5

ammonium thiocyanate

98-88-4

benzoyl chloride

614-23-3

N-benzoylthiourea

Conditions
ConditionsYield
With polyethylene glycol-400 In dichloromethane at 20℃;85.2%
With p,p'-diaminobiphenyl 1.) acetone, 15 min; 2.) acetone, reflux, 1 h; Multistep reaction;
27182-54-3

5-phenyl-1,2,4-thiadiazol-3-amine

532-55-8

Benzoyl isothiocyanate

A

614-23-3

N-benzoylthiourea

B

97149-59-2

3--5-phenyl-1,2,4-thiadiazole

Conditions
ConditionsYield
In acetone for 1h; Heating; Yields of byproduct given;A n/a
B 82%
532-55-8

Benzoyl isothiocyanate

614-23-3

N-benzoylthiourea

Conditions
ConditionsYield
With ammonium hydroxide80%
With ammonium hydroxide In acetone at 27℃;79%
With 2-amino-2-hydroxymethyl-1,3-propanediol In dichloromethane at 20℃;66.4%
333-20-0

potassium thioacyanate

98-88-4

benzoyl chloride

614-23-3

N-benzoylthiourea

Conditions
ConditionsYield
Stage #1: potassium thioacyanate; benzoyl chloride In acetone at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Heating;
Stage #2: With ammonium hydroxide at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
52%
In acetone Heating;
With ammonium hydroxide In acetone
75-64-9

tert-butylamine

532-55-8

Benzoyl isothiocyanate

A

614-23-3

N-benzoylthiourea

B

22283-39-2

N-benzoyl-N'-t-butylthiourea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h;A 34%
B n/a
1113-62-8

3-methyl-4-amino-3-penten-2-one

532-55-8

Benzoyl isothiocyanate

A

614-23-3

N-benzoylthiourea

B

85741-87-3

N-benzoyl-N'-(1,2-dimethyl-3-oxo-1-butenyl)thiourea

Conditions
ConditionsYield
In benzene for 24h;A 7 g
B 17%
95512-60-0

1-nitro-2-amino-1-propene

532-55-8

Benzoyl isothiocyanate

A

614-23-3

N-benzoylthiourea

B

6-methyl-5-nitro-2-phenyl-4(1H)-pyrimidinethione

C

N-benzoyl-3-amino-2-nitro-2-butenethioamide

Conditions
ConditionsYield
In benzene at 50℃; for 100h;A 8%
B 2%
C 17%
36029-56-8

S-Benzylisothiouronium chloride

614-23-3

N-benzoylthiourea

Conditions
ConditionsYield
(hydrolysis);
beim Erhitzen;
98-88-4

benzoyl chloride

17356-08-0

thiourea

614-23-3

N-benzoylthiourea

Conditions
ConditionsYield
at 120℃;
at 120℃;
In acetone
540-72-7

sodium thiocyanide

98-88-4

benzoyl chloride

614-23-3

N-benzoylthiourea

Conditions
ConditionsYield
With ammonium hydroxide In acetone

Benzoylthiourea Specification

The Benzoylthiourea, with CAS registry number 614-23-3, belongs to the following product categorie: Heterocycles. Its systematic name and its IUPAC name are the same, which is N-carbamothioylbenzamide. Besides this, it is also called Benzamide, N-(aminothioxomethyl)-. And this chemical should be stored in cool, dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.73; (4)ACD/LogD (pH 7.4): 0.73; (5)ACD/BCF (pH 5.5): 2.1; (6)ACD/BCF (pH 7.4): 2.1; (7)ACD/KOC (pH 5.5): 59.26; (8)ACD/KOC (pH 7.4): 59.16; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 55.64 Å2; (13)Index of Refraction: 1.653; (14)Molar Refractivity: 50.7 cm3; (15)Molar Volume: 138.4 cm3; (16)Polarizability: 20.09×10-24cm3; (17)Surface Tension: 66.9 dyne/cm; (18)Enthalpy of Vaporization: 56.11 kJ/mol; (19)Vapour Pressure: 0.000336 mmHg at 25°C.

Preparation: this chemical can be prepared by benzoyl isothiocyanate. This reaction will need reagent ammonia.

When you are using this chemical, please be cautious about it as the following:
The Benzoylthiourea is harmful if swallowed, so please do not breathe dust. When use it, wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NC(=S)N)c1ccccc1
(2)InChI: InChI=1/C8H8N2OS/c9-8(12)10-7(11)6-4-2-1-3-5-6/h1-5H,(H3,9,10,11,12)
(3)InChIKey: DQMWMUMCNOJLSI-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C8H8N2OS/c9-8(12)10-7(11)6-4-2-1-3-5-6/h1-5H,(H3,9,10,11,12)
(5)Std. InChIKey: DQMWMUMCNOJLSI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 178mg/kg (178mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00509,

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