Pyridine → HCID 86742420, compound

HRID 622329Notes

Reaction equation

HRID 622329 reaction equation
[OH:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]3[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=4[CH:16]=[CH:17][C:18]=3[C:5]=2[N:4]=[C:3]1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25].[O:26]1CC[CH2:28][CH2:27]1.N1C=CC=CC=1.C(OC(=O)C)(=O)C>C(OCC)(=O)C>[C:27]([O:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]3[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=4[CH:16]=[CH:17][C:18]=3[C:5]=2[N:4]=[C:3]1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25])(=[O:26])[CH3:28]

Participants

6

Reactant 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 86742421HCID 86742421, compound

Product 1

HCID 86742420HCID 86742420, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4 parts of 1-hydroxy-2-(2-chlorophenyl)-phenanthroimidazole in 30 parts of tetrahydrofuran are initially taken, and 2 parts of pyridine and 3.6 parts of acetic anhydride are then added. Tne mixture is stirred for five hours at room temperature, after which 40 parts of ethyl acetate are added to the resulting solution. The organic phase thus obtained is washed several times with water and dried over sodium sulfate, after which the solvent is stripped off. The solid which remains is recrystallized from methyl ethyl ketone/cyclohexane.

Workup

  1. customThe organic phase thus obtained
  2. washis washed several times with water
  3. dry with materialdried over sodium sulfate
  4. customThe solid which remains is recrystallized from methyl ethyl ketone/cyclohexane

Sources & evidence

ORD record
ord-967f7446573e4ef1b5f453e6a7b46742
Source dataset
uspto-grants-1988_09
Patent number
US04770976

Reaction notes

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