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[ CAS No. 181867-19-6 ] {[proInfo.proName]}

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Chemical Structure| 181867-19-6
Chemical Structure| 181867-19-6
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Product Details of [ 181867-19-6 ]

CAS No. :181867-19-6 MDL No. :MFCD11977687
Formula : C9H8N2O Boiling Point : -
Linear Structure Formula :- InChI Key :VWOWVKAZVUBJDJ-UHFFFAOYSA-N
M.W :160.17 Pubchem ID :22464914
Synonyms :

Safety of [ 181867-19-6 ]

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 [ 181867-19-6 ]

* 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 [ 181867-19-6 ]
  • Downstream synthetic route of [ 181867-19-6 ]

[ 181867-19-6 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 64-18-6 ]
  • [ 64910-49-2 ]
  • [ 181867-19-6 ]
YieldReaction ConditionsOperation in experiment
95%
Stage #1: at 100℃; for 2 h;
Stage #2: at 100℃; for 1 h;
(d) 1-Methyl-lH-benzimidazole-6-carbaldehyde; A mixture of 4-amino-3- (methylamino) benzonitrile (0.40 g, 2.72 mmol) in HCO2H (9 mL) was heated to 100 °C for 2 h. The mixture of crude benzimidazole was then cooled, Raney nickel (0.4 g) and H2O (2 mL) were added, and the mixture was heated again to 100°C for 1 h. The hot mixture was then filtered through Celite, rinsed with MeOH and concentrated under reduced pressure. Water (1 mL) was added to the residue, which was then treated carefully with sat. aq. NaHCO3. The solid which precipitated was filtered, rinsed with H20 and dried to afford 1-methyl-lH-benzimidazole-6-carbaldehyde (0.412 g, 95percent) as a tan solid, which was used directly in the next reaction. lH NMR (CDCl3) : No. 10.12 (s, 1H), 8.05 (s, 1H), 8.00 (d, J= 0. 8 Hz, 1H), 7.92 (d, J= 8.0 Hz, 1H), 7.84 (dd, J= 1. 2, 8. 0 Hz, 1H), 3.94 (s, 3H).
Reference: [1] Patent: WO2005/82901, 2005, A1, . Location in patent: Page/Page column 40
  • 2
  • [ 813449-02-4 ]
  • [ 181867-19-6 ]
YieldReaction ConditionsOperation in experiment
55% With sodium periodate; osmium(VIII) oxide In 1,4-dioxane; water at 20℃; for 3 h; To a solution of intermediate 8 (1.8g, 11.4mmol) in dioxane (100ml) and water (14ml) was added osmium tetroxide (solution 2.5percent in water, 6ml) and the mixture was stirred for 5 minutes at room temperature. Then sodium periodate (5.1g, 23.9mmol) was added and the mixture was stirred at room temperature for 3 hours and then poured into water. The aqueous phase was extracted with CH2CI2, the organic phase was dried over Na2SO4 and concentrated under reduced pressure. The titlecompound was obtained as a cream powder (1g, 55percent); m.p. 132-134°C.
Reference: [1] Patent: WO2004/111046, 2004, A2, . Location in patent: Page/Page column 20-21
  • 3
  • [ 7790-28-5 ]
  • [ 813449-02-4 ]
  • [ 181867-19-6 ]
YieldReaction ConditionsOperation in experiment
55% With osmium(VIII) oxide In 1,4-dioxane; water at 20℃; for 3 h; To a solution of intermediate 8 (1.8g, 11.4mmol) in dioxane (100ml) and water (14ml) was added osmium tetroxide (solution 2.5percent in water, 6ml) and the mixture was stirred for 5 minutes at room temperature. Then sodium periodate (5.1g, 23.9mmol) was added and the mixture was stirred at room temperature for 3 hours and then poured into water. The aqueous phase was extracted with CH2CI2, the organic phase was dried over Na2SO4 and concentrated under reduced pressure. The title compound was obtained as a cream powder (1g, 55percent); m.p. 132-134°C.
Reference: [1] Patent: WO2004/111036, 2004, A1, . Location in patent: Page 23
  • 4
  • [ 53484-14-3 ]
  • [ 181867-19-6 ]
Reference: [1] Patent: WO2007/103755, 2007, A2, . Location in patent: Page/Page column 48; 57
  • 5
  • [ 58442-17-4 ]
  • [ 74-88-4 ]
  • [ 181867-19-6 ]
  • [ 279226-70-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 167 - 183
  • 6
  • [ 5081-36-7 ]
  • [ 181867-19-6 ]
Reference: [1] Patent: WO2007/103755, 2007, A2,
  • 7
  • [ 64910-48-1 ]
  • [ 181867-19-6 ]
Reference: [1] Patent: WO2007/103755, 2007, A2,
  • 8
  • [ 92241-87-7 ]
  • [ 181867-19-6 ]
Reference: [1] Patent: WO2007/103755, 2007, A2,
  • 9
  • [ 177476-75-4 ]
  • [ 181867-19-6 ]
Reference: [1] Patent: WO2007/103755, 2007, A2,
  • 10
  • [ 64910-49-2 ]
  • [ 181867-19-6 ]
Reference: [1] Patent: WO2007/103755, 2007, A2,
  • 11
  • [ 15788-16-6 ]
  • [ 181867-19-6 ]
  • [ 279226-70-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 167 - 183
  • 12
  • [ 106429-29-2 ]
  • [ 181867-19-6 ]
  • [ 279226-70-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 167 - 183
  • 13
  • [ 58442-17-4 ]
  • [ 74-88-4 ]
  • [ 181867-19-6 ]
  • [ 279226-70-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 167 - 183
  • 14
  • [ 15788-16-6 ]
  • [ 181867-19-6 ]
  • [ 279226-70-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 167 - 183
  • 15
  • [ 106429-29-2 ]
  • [ 181867-19-6 ]
  • [ 279226-70-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 167 - 183
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