2-(2-Ethoxyethoxy)-6-hydrazinyl-4-(trifluoromethyl)pyridine → HCID 70018612, compound

HRID 1280396Notes

Reaction equation

HRID 1280396 reaction equation
CS[C:3]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][N+:5]([O-:7])=[O:6].[CH2:13]([O:15][CH2:16][CH2:17][O:18][C:19]1[N:24]=[C:23]([NH:25][NH2:26])[CH:22]=[C:21]([C:27]([F:30])([F:29])[F:28])[CH:20]=1)[CH3:14]>C(O)C>[CH2:13]([O:15][CH2:16][CH2:17][O:18][C:19]1[N:24]=[C:23]([N:25]([C:4]([N+:5]([O-:7])=[O:6])=[CH:3][NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[NH2:26])[CH:22]=[C:21]([C:27]([F:30])([F:28])[F:29])[CH:20]=1)[CH3:14]

Participants

4

Reactant 2

HCID 181855722-(2-Ethoxyethoxy)-6-hydrazinyl-4-(trifluoromethyl)pyridineHCID 86586937HCID 86586937, compound

Product 1

HCID 70018612HCID 70018612, compoundYield 34.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.40 g of N-(1-(methylthio)-2-nitroethenyl)methanesulfonamide (Intermediate No. 57), 1.80 g of 6-(2-ethoxyethoxy)-4-trifluoromethyl-2-pyridylhydrazine and 11 ml of ethanol were stirred for 15 hours under heating and refluxing and then cooled to room temperature, whereupon precipitated crystals were collected by filtration. The crystals obtained by filtration were washed with a small amount of ethanol and then dried to obtain 0.97 g of N-(1-(6-(2-ethoxyethoxy)-4-trifluoromethyl-2-pyridyl)hydrazino-2-nitroethenyl)methanesulfonamide (Compound No. 164) having a melting point of 153° C.

Workup

  1. temperatureunder heating
  2. temperaturerefluxing
  3. customwhereupon precipitated crystals
  4. filtrationwere collected by filtration
  5. customThe crystals obtained by filtration
  6. washwere washed with a small amount of ethanol
  7. customdried

Sources & evidence

ORD record
ord-954b54b82c6f466ba52261e5f275e57b
Source dataset
uspto-grants-2002_09
Patent number
US06451792B1

Reaction notes

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