Triethylamine → HCID 54596389, compound

HRID 2427786Notes

Reaction equation

HRID 2427786 reaction equation
[C:1]([OH:9])(=O)/[C:2](=[C:4](\[CH:6]=O)/[Br:5])/[Br:3].Cl.[F:11][C:12]1[CH:13]=[C:14]([NH:19][NH2:20])[CH:15]=[C:16]([F:18])[CH:17]=1.C(N(CC)CC)C>C(O)C>[Br:3][C:2]1[C:1](=[O:9])[N:19]([C:14]2[CH:13]=[C:12]([F:11])[CH:17]=[C:16]([F:18])[CH:15]=2)[N:20]=[CH:6][C:4]=1[Br:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 3033972Mucobromic AcidHCID 16217172502496-27-7

Product 1

HCID 54596389HCID 54596389, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Mucobromic acid (2.8 g, 0.011 moles) was dissolved in ethanol (75 ml) and 3,5-difluorophenyl hydrazine hydrochloride (1.8 g, 0.01 moles) was added. After 30 minutes, triethylamine (1.4 ml, 0.01 moles) was added. The reaction mixture was stirred at room temperature for 3 hours. Evaporated to a low bulk and the residue was suspended in glacial acetic acid (80 ml). Refluxed with stirring overnight to give a brown solution. Evaporated to dryness and triturated with methanol to give the required product as a pale brown solid. (3.4 g, 93%)

Workup

  1. customEvaporated to a low bulk
  2. temperatureRefluxed
  3. stirringwith stirring overnight
  4. customto give a brown solution
  5. customEvaporated to dryness
  6. customtriturated with methanol

Sources & evidence

ORD record
ord-e750271fdc92431280dd67799113d678
Source dataset
uspto-grants-2011_06
Patent number
US07968711B2

Reaction notes

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