Water → HCID 178502517, compound

HRID 1733377Notes

Reaction equation

HRID 1733377 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].[CH3:25][O:26][C:27]1[CH:34]=[CH:33][C:30]([CH:31]=O)=[CH:29][CH:28]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>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[CH2:31][C:30]1[CH:33]=[CH:34][C:27]([O:26][CH3:25])=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 962WaterHCID 312444-MethoxybenzaldehydeHCID 521998p-Toluenesulfonic acid monohydrateHCID 178502512HCID 178502512, compound

Product 1

HCID 178502517HCID 178502517, 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 p-methoxybenzaldehyde (1.36 g.; 0.01 mol) and p-toluenesulfonic acid monohydrate (0.1 g.). The mixture is refluxed and stirred for 3 hours. The water reaction is removed by a Dean-Stark distillation receiver. The mixture is poured into an excess of hexane and the suspension formed is filtered. The filter cake is dried to afford 3-imino-(4-methoxyphenyl)methyl-4-(3-carbomethoxy-S-methylisothioureido)benzophenone.

Workup

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

Sources & evidence

ORD record
ord-80469bc7f3fc4c9ebf92db14ff988d9c
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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