4-Nitrobenzaldehyde → HCID 53945835, compound

HRID 728114Notes

Reaction equation

HRID 728114 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.[N+:9]([C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1)([O-:11])=[O:10].[C:20](OC(=O)C)(=[O:22])[CH3:21]>>[C:20]([NH:1][C:2]1[N:7]=[C:6]([CH:8]=[CH:16][C:15]2[CH:18]=[CH:19][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=2)[CH:5]=[CH:4][N:3]=1)(=[O:22])[CH3:21]

Participants

4

Reactant 3

HCID 5414-NitrobenzaldehydeHCID 7918Acetic AnhydrideHCID 79392-Amino-4-methylpyrimidine

Product 1

HCID 53945835HCID 53945835, compound

Procedure

A solution of 2-amino-4-methylpyrimidine (32.74 g) in acetic anhydride (150 ml) was refluxed for one hour under stirring. To the above solution was added 4-nitrobenzaldehyde (49.8 g) and the resultant mixture was refluxed for 7 hours under stirring. The reaction mixture was cooled and the precipitate was collected by filtlation. The residue was washed with diethyl ether to give 2-acetamido-4-[2-(4-nitrophenyl)vinyl]pyrimidine (72.7 g).

Workup

  1. stirringunder stirring
  2. temperatureThe reaction mixture was cooled
  3. customthe precipitate was collected by filtlation
  4. washThe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-bfe92eeb3d054497990a39c858512371
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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