Methanol → HCID 14421311, compound

HRID 2292073Notes

Reaction equation

HRID 2292073 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:12]2[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[CH:13]=2)[C:8]=1[C:9]([NH2:11])=[O:10])([OH:3])=[O:2].[CH3:20]O>>[CH3:20][O:2][C:1]([C:4]1[CH:5]=[N:6][N:7]([C:12]2[CH:13]=[C:14]([CH3:19])[CH:15]=[C:16]([CH3:18])[CH:17]=2)[C:8]=1[C:9]([NH2:11])=[O:10])=[O:3]

Participants

3

Reactant 2

HCID 887MethanolHCID 14421310HCID 14421310, compound

Product 1

HCID 14421311HCID 14421311, compound

Procedure

A 1.1 g portion of the compound of Example 1 was suspended in 20 ml of methanol and hydrogen chloride gas was bubbled through the mixture for 1 minute. The mixture was then heated under reflux for 2 hours, and was poured into 50 ml of ice-water. The aqueous mixture was made basic with sodium hydroxide and was filtered, and the solids were dried under vacuum and recrystallized from toluene to obtain 0.14 g of the desired product, m.p. 179°-180°.

Workup

  1. customhydrogen chloride gas was bubbled through the mixture for 1 minute
  2. temperatureThe mixture was then heated
  3. temperatureunder reflux for 2 hours
  4. additionwas poured into 50 ml of ice-water
  5. filtrationwas filtered
  6. customthe solids were dried under vacuum
  7. customrecrystallized from toluene

Sources & evidence

ORD record
ord-5c3173e2426d460d8ce553a24eddc6cd
Source dataset
uspto-grants-1989_01
Patent number
US04801326

Reaction notes

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