Dichloromethane → HCID 13476004, compound

HRID 1247973Notes

Reaction equation

HRID 1247973 reaction equation
[NH2:1][C:2]1[C:6]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)=[CH:5][NH:4][N:3]=1.CN(C)[CH:14]=[CH:15][C:16]([C:18]1[CH:19]=[C:20]([NH:24][C:25](=[O:27])[CH3:26])[CH:21]=[CH:22][CH:23]=1)=O.[C:29](=O)(O)[O-:30].[Na+].C(Cl)Cl>C(O)(=O)C>[O:30]1[CH:29]=[CH:9][CH:10]=[C:11]1[C:7]([C:6]1[CH:5]=[N:4][N:3]2[C:16]([C:18]3[CH:19]=[C:20]([NH:24][C:25](=[O:27])[CH3:26])[CH:21]=[CH:22][CH:23]=3)=[CH:15][CH:14]=[N:1][C:2]=12)=[O:8]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 516892Sodium BicarbonateHCID 53412415N-[3-(3-Dimethylaminoacryloyl)phenyl]acetamideHCID 178509257HCID 178509257, compound

Product 1

HCID 13476004HCID 13476004, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1.77 g of 3-amino-4-furanylpyrazole and 2.32 g of N-[3-[3-(dimethylamino)-1-oxo-2-propenyl]phenyl]acetamide (Example 168) in 50 ml of glacial acetic acid was refluxed for 10 hours. Evaporation of the reaction mixture gave a solid which was treated with a saturated sodium bicarbonate solution and 200 ml of methylene chloride. The solid that precipitated was recovered by filtration and proved to be the desired product (2.57 g, mp 195°-196° C.). An additional quantity of product was isolated from the methylene chloride solution, mp 195°-196° C.

Workup

  1. customEvaporation of the reaction mixture
  2. customgave a solid which
  3. customThe solid that precipitated
  4. filtrationwas recovered by filtration
  5. customAn additional quantity of product was isolated from the methylene chloride solution, mp 195°-196° C.

Sources & evidence

ORD record
ord-485b0a3c482945a2b9dc7ffad08c1a32
Source dataset
uspto-grants-1985_06
Patent number
US04521422

Reaction notes

Loading…