Hydrochloric Acid → HCID 178479374, compound

HRID 1451064Notes

Reaction equation

HRID 1451064 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[ClH:11].[N:12]#[C:13][NH2:14]>C(O)C>[ClH:11].[NH:1]([C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6])[C:13]([NH2:14])=[NH:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 74193-Aminobenzoic AcidHCID 9864Cyanamide

Product 1

HCID 178479374HCID 178479374, compoundYield 26.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-aminobenzoic acid (Aldrich, 2.74 g, 0.02 mol), hydrochloric acid (12N, 1.66 g, 0.02 mol), and cyanamide (1.64 g, 0.04 mol) in absolute ethanol (50 mL) was heated at reflux for 16 h. The mixture was cooled and the precipitate separated by filtration. The cake was washed several times with ether and dried under vacuum to give 1.05 g (26.6%) of the title compound as an off-white amorphous powder, mp 278° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. temperatureThe mixture was cooled
  4. customthe precipitate separated by filtration
  5. washThe cake was washed several times with ether
  6. customdried under vacuum

Sources & evidence

ORD record
ord-61d0e2cc79214452bc663742e726f5a2
Source dataset
uspto-grants-1997_02
Patent number
US05602277

Reaction notes

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