4-Methoxybenzaldehyde → HCID 20245854, compound

HRID 1589669Notes

Reaction equation

HRID 1589669 reaction equation
[NH2:1][C:2]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([Br:13])=[C:9]([C:14]([F:17])([F:16])[F:15])[CH:8]=2)[N:3]=1.[CH3:18][O:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1>C(O)(=O)C>[Br:13][C:10]1[CH:11]=[CH:12][C:7]([N:4]2[CH2:5][CH2:6][C:2]([N:1]=[CH:24][C:23]3[CH:26]=[CH:27][C:20]([O:19][CH3:18])=[CH:21][CH:22]=3)=[N:3]2)=[CH:8][C:9]=1[C:14]([F:17])([F:15])[F:16]

Participants

4

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 202458591-[4-Bromo-3-(trifluoromethyl)phenyl]-4,5-dihydro-1H-pyrazol-3-amine

Product 1

HCID 20245854HCID 20245854, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Procedure

3-Amino-1-(4-bromo-3-trifluoromethylphenyl)-2-pyrazoline (prepared in Example 39 of our European patent specification No. 22-578) (240 mg) in S.V.M. (5 ml) together with 4-methoxybenzaldehyde (160 mg) and 1 drop of glacial acetic acid were heated to reflux for 1 hour. A yellow product separated which was collected, washed with methanol and dried in vacuo to yield 300 mg 1-(4-bromo-3-trifluoromethylphenyl)-3-(4-methoxybenzylideneamino)-2-pyrazoline, m.p. 175°-176° (decomp).

Workup

  1. temperatureto reflux for 1 hour
  2. customA yellow product separated which
  3. customwas collected
  4. washwashed with methanol
  5. customdried in vacuo

Sources & evidence

ORD record
ord-2cbfc980cfac42dc8d62b3d175bb503c
Source dataset
uspto-grants-1986_02
Patent number
US04572913

Reaction notes

Loading…