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Chemical Structure| 1072-84-0 Chemical Structure| 1072-84-0
Chemical Structure| 1072-84-0

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1H-Imidazole-4-carboxylic acid is an organic acid containing an imidazole ring, widely used in organic synthesis and pharmaceutical chemistry research. It has biological activity, especially in immune and enzyme reactions.

Synonyms: 4-Imidazolecarboxylic acid

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Product Details of 1H-Imidazole-4-carboxylic acid

CAS No. :1072-84-0
Formula : C4H4N2O2
M.W : 112.09
SMILES Code : O=C(C1=CNC=N1)O
Synonyms :
4-Imidazolecarboxylic acid
MDL No. :MFCD00082203
InChI Key :NKWCGTOZTHZDHB-UHFFFAOYSA-N
Pubchem ID :14080

Safety of 1H-Imidazole-4-carboxylic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 1H-Imidazole-4-carboxylic acid

* 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.

  • Upstream synthesis route of [ 1072-84-0 ]
  • Downstream synthetic route of [ 1072-84-0 ]

[ 1072-84-0 ] Synthesis Path-Upstream   1~2

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YieldReaction ConditionsOperation in experiment
95% for 18 h; Reflux The imidazole-2-carboxylic acid (5 g, 44.6 mmol) in suspensionin thionyl chloride (75 mL) was heated to reflux under agitation for18 h. The reaction mixture was cooled, then filtered, washed withtoluene, and dried under high vacuum. The compound is obtainedas a yellow solid (95percent yield). C8H4N4O2. MW: 188.14 g/mol. Mp265-268 °C. 1H NMR δ (ppm, 300 MHz, DMSO-d6) 8.24 (d, 1H,CHC-CO), 8.32 (d, 1H, CHC-CO, J3 Hz), 8.88 (d, 1H, CHN),9.28 (d, 1H, CHN, J3 Hz). 13C NMR δ (ppm, 100 MHz, DMSO-d6)123.99, 124.52, 125.62, 137.26, 139.73, 150.39, 159.68. MS (ESI+ ,QTof, m/z): 189.0 [M+H]+.
References: [1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 13, p. 6601 - 6610.
[2] European Journal of Medicinal Chemistry, 2017, vol. 138, p. 909 - 919.
[3] Pharmaceutical Chemistry Journal, 1986, vol. 20, # 7, p. 460 - 463[4] Khimiko-Farmatsevticheskii Zhurnal, 1986, vol. 20, # 7, p. 799 - 802.
[5] Patent: EP1439169, 2004, A1, . Location in patent: Page 81-82.
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References: [1] Journal of Medicinal Chemistry, 2003, vol. 46, # 4, p. 457 - 460.
 

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