[ CAS No. 312736-50-8 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 312736-50-8
Chemical Structure| 312736-50-8
Structure of 312736-50-8

Quality Control of [ 312736-50-8 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 312736-50-8 ]

SDS

Product Details of [ 312736-50-8 ]

CAS No. :312736-50-8MDL No. :MFCD10000837
Formula :C5H3Cl2N3OBoiling Point :-
Linear Structure Formula :-InChI Key :UFKLYKVKEHHZRT-UHFFFAOYSA-N
M.W :192.00Pubchem ID :22665521
Synonyms :

Computed Properties of [ 312736-50-8 ]

TPSA : 68.9 H-Bond Acceptor Count : 3
XLogP3 : 0.9 H-Bond Donor Count : 1
SP3 : 0.00 Rotatable Bond Count : 1

Safety of [ 312736-50-8 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 312736-50-8 ]

  • Upstream synthesis route of [ 312736-50-8 ]
  • Downstream synthetic route of [ 312736-50-8 ]

[ 312736-50-8 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 4774-14-5 ]
  • [ 77287-34-4 ]
  • [ 312736-50-8 ]
YieldReaction ConditionsOperation in experiment
36% at 20 - 90℃; for 14.00 h; To a mixture of 2,6-dichloropyrazine (11.0 g, 73.8 mmol) and formamide (58.6 mL, 1,476 mmol) was added dropwise sodium persulfate (17.1 g, 71.7 mmol). The reaction mixture was stirred at 90 for 2 h and was further stirred at rt for 12 h. After dilution with water, the mixture was extracted with isopropanol/chloroform (1/3) and washed with brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (70percent n-hexane/EtOAc) to afford 3,5-dichloropyrazin-2-carboxamide (5.06 g, 36percent) as an oil.
36% at 90℃; 107241 2,6-Dichloropyrazine (55 g, 0.37 mol) and formamide (300 mL) were combined and heatedto 90 °C. Sodium persulfate (86.7 g, 0.36 mol) was added to the mixture at 90 °C in portions (1 g)20-3 0 second intervals. An exotherm was observed and the color of the mixture turned from yellowto dark red/brown. The mixture was stirred at 90 °C for 2 h and then cooled to room temperature.The mixture was diluted with water (500 mL) and filtered. The filtrate layers were separated. Theaqueous layer was extracted with IPAchloroform (1/3, 3 x 750 mL). The combined organic layers were dried over sodium sulfate and concentrated under vacuum to afford a viscous oil. The oil was purified by silica gel chromatography (0 to 100percent EtOAc in hexanes) to provide the title product as a colorless solid (25 g, 36percent yield). ‘HNMR (400 IVIHz, DMSO-d6): ppm 8.87 (s, 1H), 8.18 (br. s.,1H), 8.01 (br. s., 1H).
36% at 90℃; for 2.00 h; 2,6-Dichloropyrazine (55 g, 0.37 mol) and formamide (300 mL) were combined and heated to 90° C. Sodium persulfate (86.7 g, 0.36 mol) was added to the mixture at 90° C. in Ig portions at 20-30 seconds intervals.
An exotherm was observed and the color of the mixture turned from yellow to dark red/brown.
The mixture was stirred at 90° C. for 2 h and then cooled to room temperature.
The mixture was diluted with water (500 mL) and filtered.
The filtrate layers were separated.
The aqueous layer was extracted with IPA:chloroform (1:3, 3*750 mL).
The combined organic layers were dried over sodium sulfate and concentrated under vacuum to afford a viscous oil.
The oil was purified by silica gel chromatography (0 to 100percent ethyl acetate in hexanes) to provide the title product as a colorless solid (25 g, 36percent yield).
Reference: [1] Organic Letters, 2013, vol. 15, # 9, p. 2156 - 2159
[2] Patent: WO2016/6975, 2016, A2. Location in patent: Paragraph 457-459
[3] Patent: KR2016/7347, 2016, A. Location in patent: Paragraph 0359; 0360; 0361; 0362
[4] Patent: WO2018/22992, 2018, A1. Location in patent: Paragraph 0723; 0724
[5] Patent: US2018/72743, 2018, A1. Location in patent: Paragraph 1328-1329
  • 2
  • [ 312736-49-5 ]
  • [ 312736-50-8 ]
Reference: [1] Patent: EP1184376, 2002, A1. Location in patent: Page 12
  • 3
  • [ 4774-14-5 ]
  • [ 77287-34-4 ]
  • [ 312736-50-8 ]
YieldReaction ConditionsOperation in experiment
36% at 20 - 90℃; for 14.00 h; To a mixture of 2,6-dichloropyrazine (11.0 g, 73.8 mmol) and formamide (58.6 mL, 1,476 mmol) was added dropwise sodium persulfate (17.1 g, 71.7 mmol). The reaction mixture was stirred at 90 for 2 h and was further stirred at rt for 12 h. After dilution with water, the mixture was extracted with isopropanol/chloroform (1/3) and washed with brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (70percent n-hexane/EtOAc) to afford 3,5-dichloropyrazin-2-carboxamide (5.06 g, 36percent) as an oil.
36% at 90℃; 107241 2,6-Dichloropyrazine (55 g, 0.37 mol) and formamide (300 mL) were combined and heatedto 90 °C. Sodium persulfate (86.7 g, 0.36 mol) was added to the mixture at 90 °C in portions (1 g)20-3 0 second intervals. An exotherm was observed and the color of the mixture turned from yellowto dark red/brown. The mixture was stirred at 90 °C for 2 h and then cooled to room temperature.The mixture was diluted with water (500 mL) and filtered. The filtrate layers were separated. Theaqueous layer was extracted with IPAchloroform (1/3, 3 x 750 mL). The combined organic layers were dried over sodium sulfate and concentrated under vacuum to afford a viscous oil. The oil was purified by silica gel chromatography (0 to 100percent EtOAc in hexanes) to provide the title product as a colorless solid (25 g, 36percent yield). ‘HNMR (400 IVIHz, DMSO-d6): ppm 8.87 (s, 1H), 8.18 (br. s.,1H), 8.01 (br. s., 1H).
36% at 90℃; for 2.00 h; 2,6-Dichloropyrazine (55 g, 0.37 mol) and formamide (300 mL) were combined and heated to 90° C. Sodium persulfate (86.7 g, 0.36 mol) was added to the mixture at 90° C. in Ig portions at 20-30 seconds intervals.
An exotherm was observed and the color of the mixture turned from yellow to dark red/brown.
The mixture was stirred at 90° C. for 2 h and then cooled to room temperature.
The mixture was diluted with water (500 mL) and filtered.
The filtrate layers were separated.
The aqueous layer was extracted with IPA:chloroform (1:3, 3*750 mL).
The combined organic layers were dried over sodium sulfate and concentrated under vacuum to afford a viscous oil.
The oil was purified by silica gel chromatography (0 to 100percent ethyl acetate in hexanes) to provide the title product as a colorless solid (25 g, 36percent yield).
Reference: [1] Organic Letters, 2013, vol. 15, # 9, p. 2156 - 2159
[2] Patent: WO2016/6975, 2016, A2. Location in patent: Paragraph 457-459
[3] Patent: KR2016/7347, 2016, A. Location in patent: Paragraph 0359; 0360; 0361; 0362
[4] Patent: WO2018/22992, 2018, A1. Location in patent: Paragraph 0723; 0724
[5] Patent: US2018/72743, 2018, A1. Location in patent: Paragraph 1328-1329
  • 4
  • [ 312736-49-5 ]
  • [ 312736-50-8 ]
Reference: [1] Patent: EP1184376, 2002, A1. Location in patent: Page 12
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