1,3-Propanediamine → HCID 9857849, compound

HRID 1279226Notes

Reaction equation

HRID 1279226 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:18]([NH2:20])=O)[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[O:9]2)=[CH:4][CH:3]=1.[NH2:21][CH2:22][CH2:23][CH2:24]N.C1(C)C=CC=CC=1>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([OH:9])[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:20]3[CH2:24][CH2:23][CH2:22][N:21]=[C:18]23)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 4281,3-PropanediamineHCID 1140TolueneHCID 12017607HCID 12017607, compound

Product 1

HCID 9857849HCID 9857849, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-(4-fluorophenyl)-3-oxo-1,3-dihydro-2-benzofuran-1-carboxamide (17 g), 1,3-diaminopropane (25 mL), and toluene (125 mL) was heated at reflux for 19 h in a flask equipped with a water separator. The mixture was cooled to ambient temperature and extracted with water, and evaporated to dryness. The residue was crystallized from ethanol to give the title compound (26 g) as a solid, m.p. 126-128° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 19 h in a flask
  3. extractionextracted with water
  4. customevaporated to dryness
  5. customThe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-609a4aaead5a47cbb825c15c599e6242
Source dataset
uspto-grants-2002_09
Patent number
US06448255B1

Reaction notes

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