4-Nitroaniline → HCID 19975811, compound

HRID 1450380Notes

Reaction equation

HRID 1450380 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][CH3:12])[CH:3]=1.[N+:13]([C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)([O-:15])=[O:14]>C(O)C>[CH2:11]([C:4]1[CH:3]=[C:2]([NH:20][C:19]2[CH:21]=[CH:22][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=2)[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=1)[CH3:12]

Participants

4

Reactant 2

HCID 74754-NitroanilineHCID 105354107-Chloro-5-ethylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 19975811HCID 19975811, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.5 g (24.8 mmol) of 7-Chloro-5-ethylpyrazolo[1,5-a]pyrimidine (Example 1, Step B) and 3.5 g (25.3 mmol) 4-nitroaniline were heated in 75 ml dry ethanol for 5 h. During evaporation of the mixture in vacuo crystals precipitated, which were dissolved in dichloromethane. The solution was washed with saturated sodium bicarbonate solution, dried over sodium sulfate, and evaporated to dryness in vacuo to give the title compound as a yellow powder, m.p. 158°-160° C.

Workup

  1. customDuring evaporation of the mixture in vacuo crystals
  2. customprecipitated
  3. dissolutionwhich were dissolved in dichloromethane
  4. washThe solution was washed with saturated sodium bicarbonate solution
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-45b25e8af0c54666a89f267971f71404
Source dataset
uspto-grants-1997_02
Patent number
US05602137

Reaction notes

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