Pyridine → HCID 70170435, compound

HRID 2230073Notes

Reaction equation

HRID 2230073 reaction equation
[CH:1]1[C:14]2[N:13]([C:15](Cl)=[O:16])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:18][C:19]1[N:23](CC[OH:26])[C:22]([N+:27]([O-:29])=[O:28])=[CH:21][N:20]=1.N1[CH:35]=[CH:34]C=CC=1>O>[CH3:18][C:19]1[NH:23][C:22]([N+:27]([O-:29])=[O:28])=[CH:21][N:20]=1.[CH:1]1[C:14]2[N:13]([C:15]([O:16][CH2:34][CH3:35])=[O:26])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 4173MetronidazoleHCID 8786410H-Phenothiazine-10-carbonyl chloride

Product 1

HCID 70170435HCID 70170435, compoundYield 53.28%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A reaction mixture of phenothiazine-10-carbonyl chloride (261 mg, 1.0 mmol), metronidazole (165 mg, 0.96 mmol) and pyridine (4 ml) was heated at 90° C. for 4 h. After cooling, water was added. The mixture was filtered. The collected solid was washed with 5% aqueous Na2CO3 and H2O, and then dried. The crude solid was recrystallized from EtOH to give 201 mg (53.28%) 2-methyl-5-nitro-1H-imidazole-1-ethyl phenothiazine-10-carboxylate. m.p.: 198-200° C.

Workup

  1. temperatureAfter cooling
  2. filtrationThe mixture was filtered
  3. washThe collected solid was washed with 5% aqueous Na2CO3 and H2O
  4. customdried
  5. customThe crude solid was recrystallized from EtOH

Sources & evidence

ORD record
ord-0388a61a3785405cb85aad20ce09b355
Source dataset
uspto-grants-2002_07
Patent number
US06423707B1

Reaction notes

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