Home Cart 0 Sign in  

[ CAS No. 7462-74-0 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

type HazMat fee
Excepted Quantity Free
Inaccessible (Haz class 6.1), Domestic USD 41.00
Inaccessible (Haz class 6.1), International USD 64.00
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 83.00
Accessible (Haz class 3, 4, 5 or 8), International USD 133.00
2D
Chemical Structure| 7462-74-0
Chemical Structure| 7462-74-0
Structure of 7462-74-0 *Storage: {[proInfo.prStorage]}

Quality Control of [ 7462-74-0 ]

Related Doc. of [ 7462-74-0 ]

SDS
Alternatived Products of [ 7462-74-0 ]
Alternatived Products of [ 7462-74-0 ]

Product Details of [ 7462-74-0 ]

CAS No. :7462-74-0MDL No. :MFCD08234837
Formula : C4H8BrNO Boiling Point : 240°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :166.02Pubchem ID :101235
Synonyms :

Computed Properties of [ 7462-74-0 ]

TPSA : 43.1 H-Bond Acceptor Count : 1
XLogP3 : 0.5 H-Bond Donor Count : 1
SP3 : 0.75 Rotatable Bond Count : 1

Safety of [ 7462-74-0 ]

Signal Word:DangerClass:6.1
Precautionary Statements:P301+P310UN#:2811
Hazard Statements:H301Packing Group:
GHS Pictogram:

Application In Synthesis of [ 7462-74-0 ]

  • Upstream synthesis route of [ 7462-74-0 ]
  • Downstream synthetic route of [ 7462-74-0 ]

[ 7462-74-0 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 20769-85-1 ]
  • [ 7462-74-0 ]
YieldReaction ConditionsOperation in experiment
96% With ammonia In water; Petroleum ether at 0℃; for 0.5 h; b)
2-Bromo-2-methylpropanamide
To a vigorously stirred solution of 2-bromo-2-methylpropanoyl bromide (11 mL) in light petroleum ether (250 mL) at 0 °C was added in portions aqueous ammonia (50 mL).
Stirring was continued for a further 30 min, and the resulting precipitate was collected and washed with water (2 x 50 mL) to give the title compound as a white solid (14.1 g, 96percent) which was directly used in the next step without purification.
84% With ammonium hydroxide In water at 0 - 20℃; Example 25; Synthesis of 2-bromo-2-methylpropanamideTo a vigorously stirred solution of 28percent NH4OH (25 mL, 411.76 mmol) were added sequentially H2O (25 mL) and 2-bromo-2-methyl propanoyl bromide (10.0 g, 43.50 mmol) dropwise at 0° C. The reaction mixture was allowed to warm to room temperature and stirred for an additional period of 2 h. The precipitate formed was collected by filtration, washed with water, and dried under vacuum to afford 2-bromo-2-methylpropanamide (6.1 g, 84percent) as a white solid.
79% With ammonia In hexane; water at 0℃; for 0.833333 h; To a IL conical flask containing hexane (500 τtιL) was added bromoisobutyryl bromide and the solution was cooled to 0°C. Concentrated aqueous ammonia (80 mL) was added dropwise to the reaction via dropping funnel over 20 min and the resulting white suspension was stirred at 0°C for a further 30 min. The white solid was filtered and washed with ice cold H2O several times. Recrystallisation from CHCl3 (200 mL) / petroleum ether 60-80 °C (85 mL) provided <n="59"/>the propanamide as shiny white plates (24.8 g, 79percent) . 1H NMR (400 MHz, d6-DMSO) δ (s, 6H, 2xCH3)
76% With ammonia In hexane; water at 0℃; for 0.5 h; To a solution of the 2-bromo-2-methylpropanoyl bromide (100.0 g, 0.43 mol) in hexane (900 mL) cooled at [0XB0;C] was added an ammonium hydroxide solution (25percent). A white precipitate was formed and the reaction was stirred at [0XB0;C] for 30 min. After filtration, the precipitate was washed with water and dried. After [RECRYSTALLISATION] from EtOH, the title compound was obtained as white needles in a 76percent yield ; m. p. [148XB0;C.]
64.2% With ammonium hydroxide In water at 0 - 5℃; for 1 h; 2-bromo-2-methylpropanoyl bromide (13.44 ml_, 108.74 mmol) was added dropwise from a pressure equalising dropping funnel to a stirred solution of ammonium hydroxide (17.85 ml_, 128.35 mmol) in water (22 ml.) cooled to below 5°C. The internal temperature was not allowed to rise above 15°C. The resulting solution was stirred at between 0 and 5°C for 1 hour until the reaction was complete. The precipitate was filtered and washed with water (100 mL) to give 2-bromo-2-methylpropanamide (13.69 g, 64.2 percent); 1H NMR (500 MHz, DMSO) δ 1.85 (6H, s), 7.28 (1H, s), 7.53 (1 H, s); m/z: 166/168 (MH+).

Reference: [1] Tetrahedron, 1997, vol. 53, # 18, p. 6303 - 6312
[2] Journal of Heterocyclic Chemistry, 1997, vol. 34, # 6, p. 1857 - 1860
[3] Patent: US5891909, 1999, A,
[4] Patent: US6235778, 2001, B1,
[5] Patent: EP906091, 2006, B1, . Location in patent: Page/Page column 23
[6] Organic Syntheses, 2007, vol. 84, p. 325 - 333
[7] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 4, p. 391 - 396
[8] Organic Letters, 2005, vol. 7, # 17, p. 3629 - 3631
[9] Patent: US2010/113546, 2010, A1, . Location in patent: Page/Page column 15-16
[10] Patent: WO2008/74068, 2008, A1, . Location in patent: Page/Page column 57-58
[11] Patent: WO2004/6923, 2004, A1, . Location in patent: Page/Page column 44
[12] Patent: WO2010/136778, 2010, A1, . Location in patent: Page/Page column 71
[13] Chemische Berichte, 1897, vol. 30, p. 2312
[14] Journal of the American Chemical Society, 1948, vol. 70, p. 165,167
[15] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990, p. 767 - 771
[16] Journal of Organic Chemistry, 2011, vol. 76, # 9, p. 3416 - 3437
[17] Patent: WO2014/78813, 2014, A1, . Location in patent: Page/Page column 132
[18] Patent: KR101496096, 2015, B1, . Location in patent: Paragraph 0113-0116
  • 2
  • [ 20769-85-1 ]
  • [ 7462-74-0 ]
Reference: [1] Patent: US6127422, 2000, A,
  • 3
  • [ 20769-85-1 ]
  • [ 7462-74-0 ]
Reference: [1] Patent: US5817874, 1998, A,
  • 4
  • [ 20769-85-1 ]
  • [ 7462-74-0 ]
Reference: [1] Patent: EP888380, 2001, B1,
  • 5
  • [ 20769-85-1 ]
  • [ 7462-74-0 ]
Reference: [1] Patent: EP806411, 1997, A2,
  • 6
  • [ 20469-89-0 ]
  • [ 7462-74-0 ]
Reference: [1] Journal of the American Chemical Society, 1939, vol. 61, p. 3386
  • 7
  • [ 20769-85-1 ]
  • [ 100-52-7 ]
  • [ 7462-74-0 ]
  • [ 91246-99-0 ]
Reference: [1] Tetrahedron Letters, 2004, vol. 45, # 49, p. 9073 - 9078
  • 8
  • [ 41658-69-9 ]
  • [ 7462-74-0 ]
Reference: [1] Journal of Organic Chemistry, 1953, vol. 18, p. 501,502
[2] Journal of the Chemical Society, 1951, p. 1851,1853
  • 9
  • [ 600-00-0 ]
  • [ 7462-74-0 ]
Reference: [1] Chemische Berichte, 1891, vol. 24, p. 1053
Historical Records

Related Functional Groups of
[ 7462-74-0 ]

Bromides

Chemical Structure| 99584-96-0

[ 99584-96-0 ]

2,5-Dibromohexanediamide

Similarity: 0.68

Chemical Structure| 683-57-8

[ 683-57-8 ]

2-Bromoacetamide

Similarity: 0.59

Chemical Structure| 10222-01-2

[ 10222-01-2 ]

2,2-Dibromo-2-cyanoacetamide

Similarity: 0.59

Chemical Structure| 34433-86-8

[ 34433-86-8 ]

3-Bromopiperidin-2-one

Similarity: 0.53

Chemical Structure| 62595-74-8

[ 62595-74-8 ]

3-Bromopiperidine-2,6-dione

Similarity: 0.53

Amines

Chemical Structure| 99584-96-0

[ 99584-96-0 ]

2,5-Dibromohexanediamide

Similarity: 0.68

Chemical Structure| 563-83-7

[ 563-83-7 ]

Isobutyramide

Similarity: 0.63

Chemical Structure| 754-10-9

[ 754-10-9 ]

2,2,2-Trimethylacetamide

Similarity: 0.61

Chemical Structure| 683-57-8

[ 683-57-8 ]

2-Bromoacetamide

Similarity: 0.59

Chemical Structure| 10222-01-2

[ 10222-01-2 ]

2,2-Dibromo-2-cyanoacetamide

Similarity: 0.59

Aliphatic Chain Hydrocarbons

Chemical Structure| 99584-96-0

[ 99584-96-0 ]

2,5-Dibromohexanediamide

Similarity: 0.68

Chemical Structure| 563-83-7

[ 563-83-7 ]

Isobutyramide

Similarity: 0.63

Chemical Structure| 754-10-9

[ 754-10-9 ]

2,2,2-Trimethylacetamide

Similarity: 0.61

Chemical Structure| 683-57-8

[ 683-57-8 ]

2-Bromoacetamide

Similarity: 0.59

Chemical Structure| 10222-01-2

[ 10222-01-2 ]

2,2-Dibromo-2-cyanoacetamide

Similarity: 0.59

Amides

Chemical Structure| 99584-96-0

[ 99584-96-0 ]

2,5-Dibromohexanediamide

Similarity: 0.68

Chemical Structure| 563-83-7

[ 563-83-7 ]

Isobutyramide

Similarity: 0.63

Chemical Structure| 754-10-9

[ 754-10-9 ]

2,2,2-Trimethylacetamide

Similarity: 0.61

Chemical Structure| 683-57-8

[ 683-57-8 ]

2-Bromoacetamide

Similarity: 0.59

Chemical Structure| 10222-01-2

[ 10222-01-2 ]

2,2-Dibromo-2-cyanoacetamide

Similarity: 0.59