Water → HCID 54345162, compound

HRID 365184Notes

Reaction equation

HRID 365184 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.NC[CH2:14][NH:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH:18]=[N:19][NH:20]2.C[N:26]([CH3:29])[CH:27]=O.[OH2:30]>C(Cl)Cl>[C:3]([O:4][CH:2]([CH2:29][NH:26][CH2:27][CH2:14][NH:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH:18]=[N:19][NH:20]2)[CH2:1][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)(=[O:30])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 31217Phenyl glycidyl etherHCID 12818868HCID 12818868, compound

Product 1

HCID 54345162HCID 54345162, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.0 g. Phenyl glycidyl ether and 7.0 g. 4-(2-aminoethylamino)-indazole are dissolved in 7 ml. dimethylformamide by warming and then left to stand for 20 hours at ambient temperature. The reaction mixture is dissolved in methylene chloride, shaken out 10 times with water and dried with anhydrous sodium sulphate. The solution is treated with fullers' earth, evaporated and the residue is dissolved in ethyl acetate and 3.0 g. benzoic acid added thereto. The salt obtained is recrystallized from isopropyl alcohol, with the addition of active charcoal and fullers' earth. There are obtained 3.9 g. (43% of theory) of the desired product in the form of colorless crystals; m.p. 155°-156° C.

Workup

  1. waitleft
  2. dry with materialdried with anhydrous sodium sulphate
  3. additionThe solution is treated with fullers' earth
  4. customevaporated
  5. dissolutionthe residue is dissolved in ethyl acetate
  6. additionbenzoic acid added
  7. customThe salt obtained
  8. customis recrystallized from isopropyl alcohol, with the addition of active charcoal and fullers' earth
  9. customThere are obtained 3.9 g

Sources & evidence

ORD record
ord-5f5693017f024e51b46a845231eb0671
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

Loading…