4-Nitrobenzoyl chloride → HCID 13023185, compound

HRID 1439785Notes

Reaction equation

HRID 1439785 reaction equation
[C:1]([NH:5][C:6](=[S:23])[NH:7][C:8]1[CH:9]=[C:10]([CH:19]=[CH:20][C:21]=1[NH2:22])[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12])([O:3][CH3:4])=[O:2].[N+:24]([C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][CH:28]=1)([O-:26])=[O:25]>C1(C)C=CC=CC=1>[C:1]([NH:5][C:6](=[S:23])[NH:7][C:8]1[CH:9]=[C:10]([CH:19]=[CH:20][C:21]=1[NH:22][C:31](=[O:32])[C:30]1[CH:29]=[CH:28][C:27]([N+:24]([O-:26])=[O:25])=[CH:35][CH:34]=1)[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12])([O:3][CH3:4])=[O:2]

Participants

4

Reactant 2

HCID 85024-Nitrobenzoyl chlorideHCID 30369724-Amino-3-(3'-methoxycarbonyl-2'-thioureido)benzophenone

Product 1

HCID 13023185HCID 13023185, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 3-(3-carbomethoxythioureido)-4-aminobenzophenone (3.29 g.) in toluene (200 ml.) is added p-nitrobenzoyl chloride (1.86 g.). The mixture is refluxed for 18 hours and then cooled to room temperature. The precipitate is collected by filtration, washed with hexane and dried to afford 4.15 g. (87% yield) of 3-(3-carbomethoxythioureido)-4-p-nitrobenzamidobenzophenone, m.p. 205° C., dec. at 210° C.

Workup

  1. temperatureThe mixture is refluxed for 18 hours
  2. filtrationThe precipitate is collected by filtration
  3. washwashed with hexane
  4. customdried
  5. customto afford 4.15 g

Sources & evidence

ORD record
ord-93cfc447b2294cc6a841e0f315cfc553
Source dataset
uspto-grants-1977_11
Patent number
US04060636

Reaction notes

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