HCID 608949, compound → HCID 9993013, compound

HRID 231503Notes

Reaction equation

HRID 231503 reaction equation
C[N:2]([CH3:16])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=1)=O.N[C:18]1[C:22]([C:23]#[N:24])=C[NH:20][N:19]=1>C(O)(=O)C>[N+:13]([C:9]1[CH:8]=[C:7]([C:5]2[N:20]3[N:19]=[CH:18][C:22]([C:23]#[N:24])=[C:16]3[N:2]=[CH:3][CH:4]=2)[CH:12]=[CH:11][CH:10]=1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 608949HCID 608949, compoundHCID 178510443HCID 178510443, compound

Product 1

HCID 9993013HCID 9993013, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 24.4 g of 3-dimethylamino-3'-nitroacrylophenone, 13.0 g of 3-aminopyrazole-4-carbonitrile and 120 ml of glacial acetic acid was heated at reflux for 7 hours, then was stirred at room temperature for 16 hours. The precipitate was collected, triturated with saturated aqueous sodium bicarbonate, filtered and washed with water. The solid was then triturated with acetonitrile, filtered and dried and gave the desired product, mp 244°-246° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 7 hours
  3. customThe precipitate was collected
  4. customtriturated with saturated aqueous sodium bicarbonate
  5. filtrationfiltered
  6. washwashed with water
  7. customThe solid was then triturated with acetonitrile
  8. filtrationfiltered
  9. customdried

Sources & evidence

ORD record
ord-d07f872b13504a0789a2a76b788602c8
Source dataset
uspto-grants-1989_07
Patent number
US04847256

Reaction notes

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