1-AMINO-2-(ISOPROPYLSULPHONYL)BENZENE Chemical Properties

Melting point:

83.0 to 87.0 °C

Boiling point:

381.1±34.0 °C(Predicted)

Density 

1.194±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

-0.79±0.10(Predicted)

color 

Beige

InChI

InChI=1S/C9H13NO2S/c1-7(2)13(11,12)9-6-4-3-5-8(9)10/h3-7H,10H2,1-2H3

InChIKey

GMLAMRMKROYXNZ-UHFFFAOYSA-N

SMILES

C1(N)=CC=CC=C1S(C(C)C)(=O)=O

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2930909899

1-AMINO-2-(ISOPROPYLSULPHONYL)BENZENE Usage And Synthesis

Uses

2-Aminophenyl Isopropyl Sulfone is a reagent used in the synthesis of potent and selective anaplastic lymphoma kinase (ALK-5) inhibitors, used as an anti-tumor treatment.

Synthesis

Step 3: Preparation of 2-(isopropylsulfonyl)aniline (4); 1-(isopropylsulfonyl)-2-nitrobenzene (3, 2 g, 8.73 mmol) was dissolved in methanol (25 ml) to form a homogeneous mixture. 10% palladium carbon (200 mg, 10 mol%) was added to the mixture and the reaction mixture was stirred under hydrogen atmosphere for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm the complete conversion of feedstock 3 to product 4. Upon completion of the reaction, the mixture was filtered through diatomaceous earth, and the filtrate was concentrated under reduced pressure to afford 2-(isopropylsulfonyl)aniline (4, 1.73 g, quantitative yield).' HNMR (CDCl3): δ 7.66-7.62 (d, 1H), 7.40-7.30 (t, 1H), 6.85-6.78 (t, 1H), 6.73-6.70 (d, 1H), 5.10 (br s, 1H), 3.40-3.30 (m, 1H), 1.30 (s, 6H).

References

[1] Patent: WO2011/140338, 2011, A1. Location in patent: Page/Page column 46-47
[2] Patent: CN106854200, 2017, A. Location in patent: Paragraph 0064
[3] Patent: CN106146468, 2016, A. Location in patent: Paragraph 0088; 0101; 0102
[4] Patent: CN106336382, 2017, A. Location in patent: Paragraph 0099; 0141; 0142; 0143
[5] Patent: US2018/57457, 2018, A1. Location in patent: Paragraph 0260; 0262

1-AMINO-2-(ISOPROPYLSULPHONYL)BENZENE(76697-50-2)Related Product Information

• β-Caryophyllene
• Furosemide
• 2-(7-Methoxynaphthalen-1-yl)acetic acid
• 2-bromo-3,5-dichlorobenzenamine
• 1,3-Dimethoxy-2-propanol
• Dimethyl acetylsuccinate
• tert-butyl 4-(4-aMino-5-isopropoxy-2-Methylphenyl)piperidine-1-carboxylate
• 4-(5-isopropoxy-2-Methyl-4-nitrophenyl)pyridine
• Ceritinib (LDK378)
• 1-Chloro-5-isopropoxy-2-methyl-4-nitrobenzene
• LDK-378 dihydrochloride
• 4-Pyrimidinamine, 2,5-dichloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]-
• 1-broMo-5-fluoro-2-Methyl-4-nitrobenzene
• 2,4,5-Trichloropyrimidine
• 1-BroMo-5-isopropoxy-2-Methyl-4-nitrobenzene
• 5-Methyl-2-(1-Methylethoxy)-4- (4-piperidinyl)- BenzenaMine hydrochloride (1:2)
• 1-AMINO-2-(ISOPROPYLSULPHONYL)BENZENE
• CIVENTICHEM CV-624