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[ CAS No. 874817-93-3 ] {[proInfo.proName]}

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Chemical Structure| 874817-93-3
Chemical Structure| 874817-93-3
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Product Details of [ 874817-93-3 ]

CAS No. :874817-93-3 MDL No. :MFCD06808822
Formula : C7H4ClIO2 Boiling Point : -
Linear Structure Formula :- InChI Key :RHDAGVGRAVWMOP-UHFFFAOYSA-N
M.W : 282.46 Pubchem ID :23431859
Synonyms :

Safety of [ 874817-93-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 874817-93-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 874817-93-3 ]

[ 874817-93-3 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 108679-71-6 ]
  • [ 874817-93-3 ]
YieldReaction ConditionsOperation in experiment
Concentrated sulfuric acid (6.5 mL) was treated with sodium nitrite (621 mg, 9.00 mmol) in portions and stirred until the solids dissolved. The mixture was cooled to 0 C and treated with a solution of 3-amino-2-chloro-benzoic acid (1.37 g, 8.00 mmol) in glacial acetic acid (16 mL) dropwise. After stirring at 0 C for 30 minutes, the mixture was treated with a precooled 0 C solution of potassium iodide (3.32 g, 20.0 mmol) in water (10 mL) dropwise. After stirring at 0 C for 2 hours, the mixture was filtered and the filter cake washed with hexanes. The obtained solid was recrystallized from hot water to provide the title compound. 1HNMR (DMSOd6) δ 13.6 (br s, IH), 8.11-8.08 (m, IH), 7.70-7.68 (m, IH), 7.71 (dd, IH); MS (ESI) calcd for C7H4ClO2: 281.8945. Found: 280.9 (M-H).
20 g a) 2-chloro-3-iodobenzoic Acid A solution of 3-amino-2-chloro-benzoic acid (20.0 g) in 20% aqueous sulfuric acid (130 mL) was cooled to 0 C., and a solution of sodium nitrite (10.4 g) in water (20 mL) was added dropwise at 0 C. The mixture was stirred at 0 C. for 1 hr and a solution of potassium iodide (25.6 g) in water (20 mL) was added dropwise while keeping at 0-5 C. The reaction mixture was stirred overnight, and the precipitate was collected by filtration. The obtained solid was washed 5 times with water (60 mL) and dried. The obtained crude purified product was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (20.0 g). 1H NMR (400 MHz, DMSO-d6) δ 7.17 (1H, t, J=7.7 Hz), 7.69 (1H, d, J=7.3 Hz), 8.10 (1H, d, J=7.2 Hz), 13.60 (1H, brs).
  • 2
  • [ 874817-93-3 ]
  • [ 1261517-19-4 ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride; Example 59:(+)-trans- 2-Chloro-3-iodo-benzoic acid 2-(2-acetoxymethyl-1 -methyl-pyrrolidin- 3-yl)-6-acetyl-3,5-dimethoxy-phenyl ester2-Chloro-3-iodo-benzoic acid (1 .92 g, 6.8 mmol) was converted to its acid chloride using oxalyl chloride (0.76 mL, 8.8 mmol). Triethylamine (4.04, 28 mmol) was added to a solution of compound of example 1 (2.0 g, 5.69 mmol) in dry DCM (20 ml_). To this, a solution of the acid chloride dissolved in dry DCM (10 ml.) was added dropwise and the reaction stirred at 25 C for 2 hours. The reaction mixture was poured over crushed ice, basified with saturated sodium carbonate solution (pH 10), extracted with chloroform (3 x 200 ml_), and the solvent removed under reduced pressure to afford the title compound as a viscous oil.Crude yield: 5.2 g.
  • 3
  • [ 874817-93-3 ]
  • (+)-trans-2-chloro-3-iodobenzoic acid 2-(2-acetoxymethyl-1-methylpyrrolidin-3-yl)-6-acetyl-3,5-dimethoxyphenyl ester [ No CAS ]
  • 4
  • [ 874817-93-3 ]
  • tert-butyl N-{2-chloro-3-[2-(trimethylsilyl)ethynyl]phenyl}carbamate [ No CAS ]
  • 5
  • [ 874817-93-3 ]
  • tert-butyl N-(2-chloro-3-ethynylphenyl)carbamate [ No CAS ]
  • 6
  • [ 874817-93-3 ]
  • 2-chloro-3-ethynylaniline hydrochloride [ No CAS ]
  • 7
  • [ 874817-93-3 ]
  • 5-chloro-N-(2-chloro-3-ethynylphenyl)-2-methoxypyridine-3-sulfonamide [ No CAS ]
  • 8
  • [ 874817-93-3 ]
  • N-(3-((2-aminopyrimidin-5-yl)ethynyl)-2-chlorophenyl)-5-chloro-2-methoxypyridine-3-sulfonamide [ No CAS ]
  • 9
  • [ 874817-93-3 ]
  • [ 75-65-0 ]
  • tert-butyl N-(2-chloro-3-iodophenyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
55 g With diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine; at 10 - 110℃; for 19h; b) tert-butyl N-(2-chloro-3-iodophenyl)carbamate DIPEA (76.3 mL) and diphenylphosphoryl azide (66.3 mL) were added to a solution of <strong>[874817-93-3]2-chloro-3-iodobenzoic acid</strong> (60.0 g) in tert-butanol (1.2 L) at room temperature. The mixture was stirred at room temperature for 1 hr, heated to 110 C. and stirred for 18 hr. To the reaction mixture was added water (50 mL) and the mixture was concentrated under reduced pressure. The residue was diluted with water (400 mL) and the organic substance was extracted 2 times with ethyl acetate (500 mL). The obtained organic layer was washed twice with water (500 mL) and once with saturated brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (55.0 g). 1H NMR (400 MHz, DMSO-d6) δ 1.45 (9H, s), 7.06 (1H, t, J=8.0 Hz), 7.56 (1H, d, J=8.0 Hz), 7.72 (1H, d, J=7.8 Hz), 8.78 (1H, brs).
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