Home Cart 0 Sign in  

[ CAS No. 59255-94-6 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 59255-94-6
Chemical Structure| 59255-94-6
Structure of 59255-94-6 * Storage: {[proInfo.prStorage]}

Quality Control of [ 59255-94-6 ]

Related Doc. of [ 59255-94-6 ]

SDS
Alternatived Products of [ 59255-94-6 ]
Alternatived Products of [ 59255-94-6 ]

Product Details of [ 59255-94-6 ]

CAS No. :59255-94-6 MDL No. :MFCD07782080
Formula : C6H3BrFNO2 Boiling Point : 222.3±20.0°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :220.00 g/mol Pubchem ID :18373474
Synonyms :

Safety of [ 59255-94-6 ]

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 [ 59255-94-6 ]

  • Upstream synthesis route of [ 59255-94-6 ]
  • Downstream synthetic route of [ 59255-94-6 ]

[ 59255-94-6 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 17809-36-8 ]
  • [ 59255-94-6 ]
YieldReaction ConditionsOperation in experiment
85% With sulfuric acid; hydrogen bromide; acetic acid; copper(I) bromide; sodium nitrite In water at 20℃; for 7 h; Under mechanical stirring, 94.0 g of water and 102.2 g of concentrated sulfuric acid were slowly added to a 500 mL glass reaction bottle.19.5 g of acetic acid, 19.5 g of 1-fluoro-2-amino-3-nitrobenzene,Concentrated hydrobromic acid 63.2 g (48percent aqueous solution of hydrogen bromide) and cuprous bromide 9.0 g.A solution of 11.2 g of sodium nitrite and 22.4 g of water was added dropwise at room temperature, and the mixture was dripped in about 5 hours.Stirring was continued for 2 hours at room temperature. It was diluted with 130.8 g of water and extracted with 39.0 g of dichloromethane.The oil layer was washed with water 39.0 g, and the solvent was concentrated.get1-fluoro-2-bromo-3-nitrobenzene 23.4 g, yield 85percent.
Reference: [1] Patent: CN108002976, 2018, A, . Location in patent: Paragraph 0045; 0047; 0048; 0049; 0058; 0067
[2] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1976, vol. 30, p. 141 - 149
  • 2
  • [ 402-67-5 ]
  • [ 59255-94-6 ]
Reference: [1] Organic Letters, 2009, vol. 11, # 2, p. 421 - 423
[2] Journal of Organic Chemistry, 2009, vol. 74, # 21, p. 8309 - 8313
[3] Journal of Organic Chemistry, 2011, vol. 76, # 9, p. 3416 - 3437
  • 3
  • [ 399-31-5 ]
  • [ 59255-94-6 ]
Reference: [1] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1976, vol. 30, p. 141 - 149
  • 4
  • [ 342-52-9 ]
  • [ 59255-94-6 ]
Reference: [1] Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1976, vol. 30, p. 141 - 149
  • 5
  • [ 59255-94-6 ]
  • [ 7772-99-8 ]
  • [ 21397-08-0 ]
Reference: [1] Patent: US6500863, 2002, B1,
  • 6
  • [ 59255-94-6 ]
  • [ 111721-75-6 ]
YieldReaction ConditionsOperation in experiment
98% With hydrogen; nickel In methanol at 20℃; for 5 h; Autoclave 22.0 g of 1-fluoro-2-bromo-3-nitrobenzene was added to a 500 mL stainless steel autoclave.220.0 g of methanol and 2.2 g of Raney nickel catalyst. Stir vigorously for 5 hours at room temperature and 1 MPa hydrogen pressure.The catalyst was filtered off, and the mother liquid was concentrated to give a solvent to give 1-fluoro-2-bromo-3-aminobenzene (18.6 g, yield 98percent).
70% With sodium tetrahydroborate; nickel dichloride In methanol at 0℃; for 0.0833333 h; To a solution of 2-bromo-1-fluoro-3-nitrobenzene (1.0 g, 5.0 mmol) in CH3OH (50 mL) was added NiCl2 (2.2 g 10 mmol) and NaBH4 (0.50 g 14 mmol) at 0° C. After the addition, the mixture was stirred for 5 min. Water (20 mL) was added and the mixture was extracted with EtOAc (20 mL.x.3). The organic layers were dried over anhydrous Na2SO4 and evaporated under vacuum to give 2-bromo-3-fluoroaniline (600 mg, 70percent). 1H NMR (400 MHz, CDCl3) δ 7.07-7.02 (m, 1H), 6.55-6.49 (m, 1H), 4.22 (br s, 2H).
70% With sodium tetrahydroborate In methanol; water 2-Bromo-3-fluoroaniline
To a solution of 2-bromo-1-fluoro-3-nitrobenzene (1.0 g, 5.0 mmol) in CH3OH (50 mL) was added NiCl2 (2.2 g 10 mmol) and NaBH4 (0.50 g 14 mmol) at 0° C.
After the addition, the mixture was stirred for 5 min Water (20 mL) was added and the mixture was extracted with EtOAc (20 mL*3).
The organic layers were dried over anhydrous Na2SO4 and evaporated under vacuum to give 2-bromo-3-fluoroaniline (600 mg, 70percent).
1H NMR (400 MHz, CDCl3) .box. 7.07-7.02 (m, 1H), 6.55-6.49 (m, 1H), 4.22 (br s, 2H).
70% With sodium tetrahydroborate; nickel dichloride In methanol at 0℃; for 0.0833333 h; To a solution of 2-bromo-1-fluoro-3-nitrobenzene (1.0 g, 5.0 mmol) in CH3OH (50 mL) was added NiCl2 (2.2 g 10 mmol) and NaBH4 (0.50 g 14 mmol) at 0° C.
After the addition, the mixture was stirred for 5 min.
Water (20 mL) was added and the mixture was extracted with EtOAc (20 mL*3).
The organic layers were dried over anhydrous Na2SO4 and evaporated under vacuum to give 2-bromo-3-fluoroaniline (600 mg, 70percent).
1H NMR (400 MHz, CDCl3) 7.07-7.02 (m, 1H), 6.55-6.49 (m, 1H), 4.22 (br s, 2H).

Reference: [1] Patent: CN108002976, 2018, A, . Location in patent: Paragraph 0045; 0047; 0050; 0051; 0060; 0069
[2] Journal of Organic Chemistry, 2011, vol. 76, # 9, p. 3416 - 3437
[3] Patent: US2007/244159, 2007, A1, . Location in patent: Page/Page column 121
[4] Patent: US2011/98311, 2011, A1,
[5] Patent: US2015/231142, 2015, A1, . Location in patent: Paragraph 1674
Historical Records

Related Functional Groups of
[ 59255-94-6 ]

Fluorinated Building Blocks

Chemical Structure| 877161-74-5

[ 877161-74-5 ]

2-Bromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.97

Chemical Structure| 350699-92-2

[ 350699-92-2 ]

2-Bromo-3,4-difluoro-1-nitrobenzene

Similarity: 0.95

Chemical Structure| 446-09-3

[ 446-09-3 ]

2-Bromo-5-fluoronitrobenzene

Similarity: 0.92

Chemical Structure| 1020718-01-7

[ 1020718-01-7 ]

2-Bromo-3,4,5-trifluoro-1-nitrobenzene

Similarity: 0.90

Chemical Structure| 144450-58-8

[ 144450-58-8 ]

2,4-Dibromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.89

Bromides

Chemical Structure| 877161-74-5

[ 877161-74-5 ]

2-Bromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.97

Chemical Structure| 350699-92-2

[ 350699-92-2 ]

2-Bromo-3,4-difluoro-1-nitrobenzene

Similarity: 0.95

Chemical Structure| 446-09-3

[ 446-09-3 ]

2-Bromo-5-fluoronitrobenzene

Similarity: 0.92

Chemical Structure| 1020718-01-7

[ 1020718-01-7 ]

2-Bromo-3,4,5-trifluoro-1-nitrobenzene

Similarity: 0.90

Chemical Structure| 144450-58-8

[ 144450-58-8 ]

2,4-Dibromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.89

Nitroes

Chemical Structure| 877161-74-5

[ 877161-74-5 ]

2-Bromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.97

Chemical Structure| 350699-92-2

[ 350699-92-2 ]

2-Bromo-3,4-difluoro-1-nitrobenzene

Similarity: 0.95

Chemical Structure| 446-09-3

[ 446-09-3 ]

2-Bromo-5-fluoronitrobenzene

Similarity: 0.92

Chemical Structure| 1020718-01-7

[ 1020718-01-7 ]

2-Bromo-3,4,5-trifluoro-1-nitrobenzene

Similarity: 0.90

Chemical Structure| 144450-58-8

[ 144450-58-8 ]

2,4-Dibromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.89

Aryls

Chemical Structure| 877161-74-5

[ 877161-74-5 ]

2-Bromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.97

Chemical Structure| 350699-92-2

[ 350699-92-2 ]

2-Bromo-3,4-difluoro-1-nitrobenzene

Similarity: 0.95

Chemical Structure| 446-09-3

[ 446-09-3 ]

2-Bromo-5-fluoronitrobenzene

Similarity: 0.92

Chemical Structure| 1020718-01-7

[ 1020718-01-7 ]

2-Bromo-3,4,5-trifluoro-1-nitrobenzene

Similarity: 0.90

Chemical Structure| 144450-58-8

[ 144450-58-8 ]

2,4-Dibromo-1,5-difluoro-3-nitrobenzene

Similarity: 0.89