Phosphoric Acid → HCID 135461719, compound

HRID 1884339Notes

Reaction equation

HRID 1884339 reaction equation
[C:1]([C:3]1[C:7]([CH3:8])=[CH:6][N:5]([C:9]2[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[CH:11][C:10]=2[CH3:17])[C:4]=1[NH:18][C:19](=O)[CH3:20])#[N:2].P(=O)(O)(O)[OH:23]>>[CH3:20][C:19]1[NH:2][C:1](=[O:23])[C:3]2[C:7]([CH3:8])=[CH:6][N:5]([C:9]3[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[CH:11][C:10]=3[CH3:17])[C:4]=2[N:18]=1

Participants

3

Reactant 2

HCID 1004Phosphoric AcidHCID 10612833HCID 10612833, compound

Product 1

HCID 135461719HCID 135461719, compound

Procedure

A suspension of the compound of step B (3.200 g, 11.38 mmol) in 3 ml of 85% phosphoric acid was immersed in an oil bath preheated to 130° C. for 30 minutes. The reaction mixtures was cooled and poured onto crushed ice and stirred until solid formed and ice melted. The solid was filtered, washed with water to give a tan solid, the title compound, which was purified through silica gel column chromatography to give a tan solid. 1H NMR (CDCl3) δ 1.92(s, 6H), 2.32(s, 3H), 2.41(s, 3H), 2.45(s, 3H), 2.46(s, 3H), 6.42(d, 1H), 6.95(s, 2H) ppm.

Workup

  1. customwas immersed in an oil bath
  2. customThe reaction mixtures
  3. temperaturewas cooled
  4. additionpoured
  5. customonto crushed ice
  6. customformed
  7. filtrationThe solid was filtered
  8. washwashed with water
  9. customto give a tan solid
  10. customthe title compound, which was purified through silica gel column chromatography
  11. customto give a tan solid

Sources & evidence

ORD record
ord-2d7d00ba2ddf4ab89b09642d2da2b98e
Source dataset
uspto-grants-2004_07
Patent number
US06765008B1

Reaction notes

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