Hydrochloric Acid → HCID 17233033, compound

HRID 1278977Notes

Reaction equation

HRID 1278977 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)C(C[NH-])=O.Cl.[CH3:22][N:23](C)[CH:24]=[O:25]>>[CH3:22][NH:23][C:24]([C:3]1[CH:2]=[C:1]([NH:7][C:8]([NH:10][C:11]2[CH:20]=[CH:19][CH:18]=[CH:13][CH:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=1)=[O:25]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 7672Phenyl isocyanateHCID 71317321HCID 71317321, compound

Product 1

HCID 17233033HCID 17233033, compoundYield 90%

Procedure

Phenylisocyanate (209 mg) and 3-aminobenzoylmethylamide (239 mg) were dissolved in dimethylformamide (2 ml). After starring for 6 hours at room temperature, dilute hydrochloric acid (15 ml) was added. The obtained crystals were filtered and washed with water to obtain crude crystals. The crude crystals were dried under reduced pressure and added to ethyl acetate (8 ml), and the mixture was heated under reflux for 10 minutes. The mixture was cooled to room temperature, and the crystals were collected by filtration and washed with ethyl acetate to obtain the desired compound (386 mg, yield 90%).

Workup

  1. filtrationThe obtained crystals were filtered
  2. washwashed with water
  3. customto obtain crude crystals
  4. customThe crude crystals were dried under reduced pressure
  5. additionadded to ethyl acetate (8 ml)
  6. temperaturethe mixture was heated
  7. temperatureunder reflux for 10 minutes
  8. filtrationthe crystals were collected by filtration
  9. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-36e467c825644fde8e3cacdc2d47e808
Source dataset
uspto-grants-2002_09
Patent number
US06444849B1

Reaction notes

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