4-Aminobenzamide → HCID 178513669, compound

HRID 1111056Notes

Reaction equation

HRID 1111056 reaction equation
[C:1]([NH:9][C:10](SC)=[N:11][C:12](=[O:20])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([Br:19])[CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([NH2:30])=[O:29])=[CH:26][CH:25]=1>C(O)(C)C>[NH2:30][C:28]([C:27]1[CH:31]=[CH:32][C:24]([NH:23][C:10]([NH:9][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:11][C:12](=[O:20])[C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Br:19])[CH:14]=2)=[CH:25][CH:26]=1)=[O:29]

Participants

4

Reactant 2

HCID 760794-AminobenzamideHCID 85612007HCID 85612007, compound

Product 1

HCID 178513669HCID 178513669, compoundYield 68.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 7.55 g (0.02 mole) of N-benzoyl-N-'-(3-bromobenzoyl)carbamimidothioic acid, methyl ester, 2.72 g (0.02 mole) of 4-aminobenzamide and 250 ml of isopropyl alcohol was heated at reflux for 48 hours resulting in precipitation of a solid. The solid was collected by filtration and washed with two 50 ml portions of hot isopropyl alcohol to give 6.35 g of the desired product as a white solid, mp 282°-283° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 48 hours
  3. customresulting in precipitation of a solid
  4. filtrationThe solid was collected by filtration
  5. washwashed with two 50 ml portions of hot isopropyl alcohol

Sources & evidence

ORD record
ord-6a412fbceba442c291ea8236101ce1a0
Source dataset
uspto-grants-1990_12
Patent number
US04977189

Reaction notes

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