Veratraldehyde → HCID 70626058, compound

HRID 1112266Notes

Reaction equation

HRID 1112266 reaction equation
[ClH:1].Cl.[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][NH2:11])=[N:8][CH:9]=1.[CH:12](=O)[C:13]1[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[C:15]([O:16][CH3:17])[CH:14]=1>O.CO>[ClH:1].[ClH:1].[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][N:11]=[CH:12][C:13]2[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[C:15]([O:16][CH3:17])[CH:14]=2)=[N:8][CH:9]=1

Participants

5

Reactant 2

HCID 8419VeratraldehydeHCID 22765434HCID 22765434, compound

Product 1

HCID 70626058HCID 70626058, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 5.0 g (0.025 mole) of the compound of Example I in a mixture of 13 ml of H2O and 20 ml of CH3OH was treated rapidly with a solution of 4.7 g (0.027 mole) of veratraldehyde in 40 ml of methanol using mechanical stirring. The reaction mixture was stirred rapidly for 0.8 hr and filtered. The yellow-brown solid was washed with 40 ml of methanol, ether and air dried, m.p. 232°-233°dec. yield: 7.2 g (83%). Recrystallization from methanol raised the melting point to 235°-236°, dec.

Workup

  1. filtrationfiltered
  2. washThe yellow-brown solid was washed with 40 ml of methanol, ether and air
  3. customdried
  4. customRecrystallization from methanol
  5. temperatureraised the melting point to 235°-236°, dec.

Sources & evidence

ORD record
ord-9508887e6feb40ce8ad188376dbab60c
Source dataset
uspto-grants-1978_10
Patent number
US04121035

Reaction notes

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