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1H-Pyrrole-2-carboxamide,1-amino-(9CI)

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1H-Pyrrole-2-carboxamide,1-amino-(9CI) Basic information
Product Name:1H-Pyrrole-2-carboxamide,1-amino-(9CI)
Synonyms:1H-Pyrrole-2-carboxamide,1-amino-(9CI);1-AMino-1H-pyrrole-2-carboxylic acid aMide;1H-Pyrrole-2-carboxamide, 1-amino-;1-aminopyrrole-2-carboxamide;1-AMINO-1H-PYRROLE-2-CARBOXAMIDE
CAS:159326-69-9
MF:C5H7N3O
MW:125.13
EINECS:
Product Categories:AMINEPRIMARY;PYRROLE
Mol File:159326-69-9.mol
1H-Pyrrole-2-carboxamide,1-amino-(9CI) Structure
1H-Pyrrole-2-carboxamide,1-amino-(9CI) Chemical Properties
Boiling point 425.9±37.0 °C(Predicted)
density 1.45±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka16.23±0.50(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
MSDS Information
1H-Pyrrole-2-carboxamide,1-amino-(9CI) Usage And Synthesis
Synthesis
1H-Pyrrole-2-carbonitrile,1-amino-(9CI)

159326-66-6

1H-Pyrrole-2-carboxamide,1-amino-(9CI)

159326-69-9

1. 1-Amino-1H-pyrrole-2-carbonitrile (18.00 g, 0.17 mol) was dissolved in water (90 mL) at 0 °C. 2. KOH (47.14 g, 0.84 mol) was slowly added to the above solution. 3. The reaction mixture was stirred at room temperature overnight. 4. The reaction mixture was cooled to -15 °C and stirring was continued for 2 hours. 5. The reaction mixture was filtered and the filter cake was retained. 6. The filtrate was extracted using a solvent mixture of DCM and MeOH (10:1, 200 mL x 10, v/v). 7. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated in vacuum. 8. The concentrated residue was combined with the filter cake retained in step 5. 9. The combined products were purified by silica gel column chromatography (eluent MeOH/DCM, 1:10, v/v) to afford 1-amino-1H-pyrrole-2-carboxamide as a yellow solid (13.12 g, 62% yield). MS (ESI, cationic) m/z: 126.1 [M + H]+. NMR (600 MHz, DMSO-d6) data not provided.

References[1] Patent: WO2006/35061, 2006, A1. Location in patent: Page/Page column 50; 51
[2] Patent: WO2016/190847, 2016, A1. Location in patent: Paragraph 0341
[3] Patent: CN104974163, 2017, B. Location in patent: Paragraph 0514; 0515; 0516; 0517
[4] Journal of Heterocyclic Chemistry, 1994, vol. 31, # 4, p. 781 - 786
[5] Patent: CN104876935, 2017, B. Location in patent: Paragraph 0066; 0069; 0070
1H-Pyrrole-2-carboxamide,1-amino-(9CI) Preparation Products And Raw materials
Raw materials1H-Pyrrole-2-carbonitrile,1-amino-(9CI)
Preparation Products1H-Pyrrole-2-carboxamide,1-(formylamino)-(9CI)
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