3,4-Dinitrobenzoic acid → HCID 86660388, compound

HRID 1406507Notes

Reaction equation

HRID 1406507 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7]([OH:9])=O)([O-:3])=[O:2].S(Cl)(Cl)=O.[F:20][C:21]([F:29])([F:28])[C:22]1[N:23]=[C:24]([NH2:27])[S:25][CH:26]=1>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7]([NH:27][C:24]1[S:25][CH:26]=[C:22]([C:21]([F:29])([F:28])[F:20])[N:23]=1)=[O:9])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 107093,4-Dinitrobenzoic acidHCID 24386Thionyl ChlorideHCID 12014172-Thiazolamine, 4-(trifluoromethyl)-

Product 1

HCID 86660388HCID 86660388, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3,4-dinitrobenzoic acid (1.78 g, 8.4 mmol) and thionyl chloride was stirred for 2 h at reflux. The mixture was concentrated i.vac., toluene and 4-trifluoromethyl-thiazol-2-ylamine (1.49 g, 8.4 mmol) were added and the mixture was stirred at 120° C. for 3 days. Then the mixture was filtered and dried i.vac.

Workup

  1. temperatureat reflux
  2. concentrationThe mixture was concentrated i.vac
  3. stirringthe mixture was stirred at 120° C. for 3 days
  4. filtrationThen the mixture was filtered
  5. customdried i.vac

Sources & evidence

ORD record
ord-f657a9bb782645a4946b1745a90817a9
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

Loading…