(4-CARBOXYPHENYL)THIOUREA Chemical Properties

Melting point:

255 °C

Boiling point:

394.3±44.0 °C(Predicted)

Density 

1.508±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

4.04±0.10(Predicted)

Appearance

White to off-white Solid

BRN 

2805627

CAS DataBase Reference

7366-56-5(CAS DataBase Reference)

Safety Information

Risk Statements 

22-36/37/38

Safety Statements 

26-36/37/39

RIDADR 

2811

HazardClass 

IRRITANT

PackingGroup 

III

HS Code 

29309090

MSDS

• Language:English Provider:ALFA

(4-CARBOXYPHENYL)THIOUREA Usage And Synthesis

Chemical Properties

White powder

Synthesis

4-(3-Benzoylthioureido)benzoic acid (7) (10.0 mmol) was used as raw material and mixed with 10% sodium hydroxide solution (10.0 mmol) in 20 mL of water. The reaction mixture was heated to reflux for 30 min. After completion of the reaction, it was cooled to room temperature and neutralized with hydrochloric acid. The resulting solid product was collected by filtration, washed with water, dried and recrystallized from butanol to give (4-carboxyphenyl)thiourea in white powder form in 93% yield. The product was characterized by the following data: melting point >300 °C; infrared spectra (KBr, cm-1) νmax 3440, 3339, 3279, 3170, 1684, 1291; NMR hydrogen spectra (300 MHz, DMSO-d6) δ 12.72 (1H, br s, COOH), 9.96 (1H, s, NH), 7.54-7.90 (4H, m, ArH), 3.37 (1H, s, NH2); mass spectra (EI, 70 eV) m/z 196 (10), 179 (98), 162 (98), 134 (75), 120 (95), 92 (35); calculated elemental analysis values (C8H8N2O2S, 196.23): C, 48.97; H, 4.11; N 14.28; measured values: C, 48.84; H, 4.07; N, 14.24.

References

[1] Research on Chemical Intermediates, 2017, vol. 43, # 11, p. 6299 - 6315
[2] Journal of the American Chemical Society, 1934, vol. 56, p. 1408
[3] Journal of Medicinal Chemistry, 1997, vol. 40, # 12, p. 1901 - 1905
[4] European Journal of Medicinal Chemistry, 2015, vol. 102, p. 387 - 397

(4-CARBOXYPHENYL)THIOUREA(7366-56-5)Related Product Information

• 1-(4-ETHOXYCARBONYLPHENYL)-2-THIOUREA
• (4-CARBOXYPHENYL)THIOUREA
• 4-(4-CARBOXYPHENYL)-3-THIOSEMICARBAZIDE
• FLUORESCEIN DHPE
• 4-(4-ETHOXYCARBONYLPHENYL)-3-THIOSEMICARBAZIDE
• N-(4-CARBOXYPHENYL)-THIOUREA
• F18
• N-(6-TETRAMETHYLRHODAMINETHIOCARBAMOYL)-1,2-DIHEXADECANOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, TRIETHYLAMMONIUM SALT
• AURORA 1315
• 5-((5-AMINOPENTYL)THIOUREIDYL)EOSIN, HYDROCHLORIDE
• ETHYL 4-(([4-(ETHOXYCARBONYL)ANILINO]CARBOTHIOYL)AMINO)BENZOATE
• AURORA 7348
• AURORA 3957
• AURORA 561
• AURORA 466
• SALOR-INT L472085-1EA
• 4-[[[(PHENOXYACETYL)AMINO]THIOXOMETHYL]AMINO]-BENZOIC ACID
• AURORA 7346