Hydrochloric Acid → HCID 23301941, compound

HRID 1953006Notes

Reaction equation

HRID 1953006 reaction equation
[NH2:1][C:2]([NH:4][CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)=[O:3].Cl.[CH2:16](O)[CH3:17]>>[NH2:1][C:2]([NH:4][CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([O:12][CH2:16][CH3:17])=[O:11])=[CH:8][CH:7]=1)=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 4962714HCID 4962714, compound

Product 1

HCID 23301941HCID 23301941, compound

Procedure

38.0 g (0.196 Mol) of 4-(aminocarbonylaminomethyl)benzoic acid were dissolved in 1.5 l of anhydrous ethanol and refluxed for 5 hours while dry hydrogen chloride was introduced. The small amount of insoluble matter was filtered off, the filtrate was concentrated down to a volume of about 100 ml, diluted with 1 l of water and treated with solid potash until the development of carbon dioxide had ended and a distinctly alkaline reaction was obtained. The mixture was left to stand for 2 hours, the crystals formed were suction filtered, washed thoroughly with water, then with diisopropylether and diethylether and dried in vacuo. 32.8 g (75% of theory) of colourless crystals were obtained, Mp. 173-175° C.

Workup

  1. additionwas introduced
  2. filtrationThe small amount of insoluble matter was filtered off
  3. concentrationthe filtrate was concentrated down to a volume of about 100 ml
  4. additiondiluted with 1 l of water
  5. additiontreated with solid potash until the development of carbon dioxide
  6. customa distinctly alkaline reaction
  7. customwas obtained
  8. waitThe mixture was left
  9. customthe crystals formed
  10. washwashed thoroughly with water
  11. dry with materialwith diisopropylether and diethylether and dried in vacuo
  12. custom32.8 g (75% of theory) of colourless crystals were obtained

Sources & evidence

ORD record
ord-ead3f7fabcc845469d87ca45a9274ae2
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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