2-Hydroxy-5-nitrothiocarbanilide

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2-Hydroxy-5-nitrothiocarbanilide Basic information
Product Name:2-Hydroxy-5-nitrothiocarbanilide
Synonyms:1,3,3a,4,5,6,7,7a-octahydrobenzoimidazole-2-thione;2-Benzimidazolinethione, hexahydro-;2-Hydroxy-5-nitrothiocarbanilide;2H-BenziMidazole-2-thione, octahydro-;Hexahydro-2-benzimidazolinethione;Hexahydro-o-phenylenethiourea;hexahydro-1H-benzo[d]iMidazole-2(3H)-thione;octahydro-1H-1,3-benzodiazole-2-thione
CAS:30086-64-7
MF:C7H12N2S
MW:156.25
EINECS:
Product Categories:
Mol File:30086-64-7.mol
2-Hydroxy-5-nitrothiocarbanilide Structure
2-Hydroxy-5-nitrothiocarbanilide Chemical Properties
Melting point 151-160 °C
Boiling point 238.2±23.0 °C(Predicted)
density 1.21±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka14.58±0.20(Predicted)
AppearanceYellow to brown Solid
Safety Information
MSDS Information
2-Hydroxy-5-nitrothiocarbanilide Usage And Synthesis
Synthesis
Carbon disulfide

75-15-0

1,2-Diaminocyclohexane

694-83-7

2-Hydroxy-5-nitrothiocarbanilide

30086-64-7

To a well-stirred aqueous solution of 1,2-diaminocyclohexane (11.4 g, 0.1 mol) was added sodium hydroxide (8 g, 0.2 mol) followed by dropwise addition of carbon disulfide (8.36 g, 0.11 mol) at room temperature. The reaction mixture was heated to 100°C and stirred overnight. After completion of the reaction, the mixture was cooled to room temperature, acidified with dilute hydrochloric acid to pH ≈ 2, and then extracted with dichloromethane (100 mL × 3). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent to give the off-white solid product octahydro-2H-benzimidazole-2-thione (12.7 g, 81% yield). The product was characterized by 1H-NMR (400 MHz, CDCl3): δ 1.12-1.31 (m, 2H), 1.33-1.52 (m, 2H), 1.57-1.91 (m, 2H), 1.99-2.08 (m, 2H), 3.26-3.35 (m, 2H), 6.2 (s, 1H). Mass spectrum (CI): m/z 157.2 ([M + 1]+).

References[1] Journal of Sulfur Chemistry, 2012, vol. 33, # 6, p. 653 - 659
[2] Patent: WO2018/31987, 2018, A1. Location in patent: Page/Page column 59
2-Hydroxy-5-nitrothiocarbanilide Preparation Products And Raw materials
Raw materialsCarbon disulfide-->1,2-Diaminocyclohexane-->Sodium hydroxide-->Water
Tag:2-Hydroxy-5-nitrothiocarbanilide(30086-64-7) Related Product Information
1,3-Dicyclohexylthiourea 1-Cyclohexyl-2-thiourea 2H-Benzimidazole-2-thione, octahydro-, (3aR,7aR)-rel- 1-Cyclohexyl-3-ethylthiourea Thiourea, N-cyclohexyl-N'-(1-methyl-2-propen-1-yl)- cis-Octahydro-2H-benzimidazol-2-one