Home Cart 0 Sign in  

[ CAS No. 22813-32-7 ]

{[proInfo.proName]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 22813-32-7
Chemical Structure| 22813-32-7
Structure of 22813-32-7 *Storage: {[proInfo.prStorage]}

Quality Control of [ 22813-32-7 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 22813-32-7 ]

SDS

Product Details of [ 22813-32-7 ]

CAS No. :22813-32-7MDL No. :MFCD12022607
Formula : C5H5N3O4 Boiling Point : 487.2°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :171.11Pubchem ID :327544
Synonyms :

Computed Properties of [ 22813-32-7 ]

TPSA : 101 H-Bond Acceptor Count : 5
XLogP3 : - H-Bond Donor Count : 1
SP3 : 0.20 Rotatable Bond Count : 2

Safety of [ 22813-32-7 ]

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

Application In Synthesis of [ 22813-32-7 ]

  • Upstream synthesis route of [ 22813-32-7 ]
  • Downstream synthetic route of [ 22813-32-7 ]

[ 22813-32-7 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 127894-74-0 ]
  • [ 22813-32-7 ]
YieldReaction ConditionsOperation in experiment
100% With methyl-phenyl-thioether; trifluoroacetic acid In water at 20℃; Compound 2 (2.5g) is dissolved in 20 mL of a cocktail of TFA, water, thioanisole 95-2.5-2.5 and stirred at room temperature for one night. The mixture is then concentrated under vacuum and co-evaporated several times with diethyl ether until formation of a powder. After filtration, the precipitate is washed with dichloromethane and acetonitrile to give quantitatively the expected product. Mp 143°C (decomposition); 1H NMR (DMSO-d6, 400 MHz) δ 5.21 (s, 2H), 7.21 (d, 1 H, J=1.01 Hz), 7.64 (d, 1 H, J=1.01 Hz). 13C (DMSO-d6, 101 MHz) δ 50.65, 127.69, 128.44, 168.56, 168.57; MS (ESI+/ESI ) m/z 170.12 [M-H]", 341.05 [2M-H]-, 194.14 [M+Na]+.
90% With trifluoroacetic acid In dichloromethane at 20℃; for 1.00 h; tert-Butyl-(2-nitro-1H-imidazo-1-yl)acetate (0.19 g, 0.86 mmol) 4 was dissolved in a 30percent solution of trifluoroacetic acid in dichloromethane and stirred for 1 h at room temperature. The solvent was removed in vacuo to give compound 5 as a white solid (0.13 g, 90percent) which can be used without further purification;. 1H NMR (MeOD) δ 7.65 (1H, s); 7.22 (1H, s); 5.23 (2H, s). 13C NMR (MeOD) δ 169.9; 129.0; 128.4; 51.8. IR (ATR, cm-1) 3148; 2988; 2517; 1746; 1496; 1366; 1145; 775; 705. HRMS (ESI-) calcd for C5H4N3O4 [MH]: 170.0202, found: 170.0195.
87.5% With trifluoroacetic acid In dichloromethane at 20℃; for 2.50 h; General procedure: To a solution of CF3COOH (1 eq) in CH2Cl2 was added 7a–c (1 eq). The mixture was stirred atroom temperature for 2.5 h, and evaporated under reduced pressure. The residue was dissolved in themixture solvent (EA/PE, 1:1, v/v) under vigorous stirring. The mixture was filtrated to afford the solidproduct 10a–c.
Reference: [1] Patent: WO2012/87115, 2012, A1. Location in patent: Page/Page column 9
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 21, p. 8512 - 8520
[3] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 13, p. 3680 - 3688
[4] Molecules, 2016, vol. 21, # 12,
  • 2
  • [ 5006-67-7 ]
  • [ 22813-32-7 ]
Reference: [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 3, p. 381 - 391
  • 3
  • [ 22813-31-6 ]
  • [ 22813-32-7 ]
Reference: [1] Journal of Labelled Compounds and Radiopharmaceuticals, 1997, vol. 40, p. 70 - 72
[2] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 6, p. 1444 - 1449
  • 4
  • [ 22668-01-5 ]
  • [ 22813-32-7 ]
Reference: [1] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 6, p. 1444 - 1449
Historical Records

Related Functional Groups of
[ 22813-32-7 ]

Nitroes

Chemical Structure| 1671-82-5

[ 1671-82-5 ]

1-Methyl-2-nitro-1H-imidazole

Similarity: 0.72

Chemical Structure| 527-73-1

[ 527-73-1 ]

2-Nitroimidazole

Similarity: 0.66

Chemical Structure| 22994-85-0

[ 22994-85-0 ]

Benznidazole

Similarity: 0.66

Chemical Structure| 683815-49-8

[ 683815-49-8 ]

Ethyl 1-ethyl-5-nitro-1H-imidazole-2-carboxylate

Similarity: 0.63

Chemical Structure| 121816-79-3

[ 121816-79-3 ]

4-Bromo-1-methyl-2-nitro-1H-imidazole

Similarity: 0.63

Carboxylic Acids

Chemical Structure| 22884-10-2

[ 22884-10-2 ]

2-(1H-Imidazol-1-yl)acetic acid

Similarity: 0.63

Chemical Structure| 87266-37-3

[ 87266-37-3 ]

2-(1H-Imidazol-1-yl)acetic acid hydrochloride

Similarity: 0.62

Chemical Structure| 351990-51-7

[ 351990-51-7 ]

5-Nitro-1H-imidazole-2-carboxylic acid

Similarity: 0.60

Chemical Structure| 860011-60-5

[ 860011-60-5 ]

2-Amino-1H-imidazole-5-carboxylic acid

Similarity: 0.56

Chemical Structure| 20485-43-2

[ 20485-43-2 ]

1-Methyl-1H-imidazole-2-carboxylic acid

Similarity: 0.55

Related Parent Nucleus of
[ 22813-32-7 ]

Imidazoles

Chemical Structure| 1671-82-5

[ 1671-82-5 ]

1-Methyl-2-nitro-1H-imidazole

Similarity: 0.72

Chemical Structure| 527-73-1

[ 527-73-1 ]

2-Nitroimidazole

Similarity: 0.66

Chemical Structure| 22994-85-0

[ 22994-85-0 ]

Benznidazole

Similarity: 0.66

Chemical Structure| 22884-10-2

[ 22884-10-2 ]

2-(1H-Imidazol-1-yl)acetic acid

Similarity: 0.63

Chemical Structure| 683815-49-8

[ 683815-49-8 ]

Ethyl 1-ethyl-5-nitro-1H-imidazole-2-carboxylate

Similarity: 0.63