4-Nitrobenzaldehyde → HCID 178502516, compound

HRID 1733376Notes

Reaction equation

HRID 1733376 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[NH:16][C:17](=[N:20][C:21]([O:23][CH3:24])=[O:22])[S:18][CH3:19])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[N+:25]([C:28]1[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][CH:29]=1)([O-:27])=[O:26]>C1C=CC=CC=1>[NH:1]=[C:2]1[C:15]([NH:16][C:17](=[N:20][C:21]([O:23][CH3:24])=[O:22])[S:18][CH3:19])=[CH:14][CH:13]=[C:4]([C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:6])[CH:3]1[CH2:32][C:31]1[CH:34]=[CH:35][C:28]([N+:25]([O-:27])=[O:26])=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 178502512HCID 178502512, compound

Product 1

HCID 178502516HCID 178502516, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 3-amino-4-(3-carbomethoxy-S-methylisothioureido)benzophenone (3.43 g.; 0.01 mol) in benzene (100 ml.) there is added 4-nitrobenzaldehyde (1.5 g.; 0.01 mol). The mixture is refluxed and stirred for 3 hours. Water of the reaction is removed by a Dean-Stark distillation receiver. The mixture is poured into an excess of hexane and the suspension formed is vacuum filtered. The filter cake is dried to afford 3-imino-(4-nitrophenyl)methyl-4-(3-carbomethoxy-S-methylisothioureido)benzophenone.

Workup

  1. temperatureThe mixture is refluxed
  2. customWater of the reaction is removed by a Dean-Stark distillation receiver
  3. additionThe mixture is poured into an excess of hexane
  4. customthe suspension formed
  5. filtrationfiltered
  6. customThe filter cake is dried

Sources & evidence

ORD record
ord-8fcc5a6f20954fddb23140cb8fec8dfa
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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