Water → HCID 18937935, compound

HRID 357600Notes

Reaction equation

HRID 357600 reaction equation
[NH2:1][C:2]1[N:3]([N:15]=CC2C=CC=CC=2)[CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=2)[N:6]=1.O.NN.O>C(O)COCCO>[NH2:15][N:3]1[CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=2)[N:6]=[C:2]1[NH2:1]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 540477532-Amino-1-benzylideneamino-4-(3-methoxyphenyl)-imidazole

Product 1

HCID 18937935HCID 18937935, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

A solution of 8.1 g of 2-amino-1-benzylideneamino-4-(3-methoxyphenyl)-imidazole and 5.5 ml of hydrazine hydrate in 28 ml of diethylene glycol is stirred at 170° C. for 7 hours. After cooling, 150 ml of water are added to the reaction mixture. The product that has separated out is filtered off with suction, washed with water and recrystallized from 100 ml of ethanol. In that manner there is obtained the title compound, m.p. 181°-182° C., 1H-NMR (DMSO): δ=7.17 (m, 3H); 7.06 (s, 1H); 6.64 (m, 1H); 5.52 (s, 2H); 5.35 (s, 2H); 3.74 (s, 3H).

Workup

  1. temperatureAfter cooling
  2. customThe product that has separated out
  3. filtrationis filtered off with suction
  4. washwashed with water
  5. customrecrystallized from 100 ml of ethanol

Sources & evidence

ORD record
ord-7220f98920004339b8dd2a230eddc288
Source dataset
uspto-grants-1998_11
Patent number
US05840911

Reaction notes

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