Imidazole → Dechloroclotrimazole

HRID 1855879Notes

Reaction equation

HRID 1855879 reaction equation
P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1.[NH:23]1[CH:27]=[CH:26][N:25]=[CH:24]1.[C:28]1([C:34]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)O)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>N1C=CC=CC=1>[C:28]1([C:34]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)([C:42]2[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=2)[N:23]2[CH:27]=[CH:26][N:25]=[CH:24]2)[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 6457TriphenylcarbinolHCID 7540Triphenyl phosphite

Product 1

HCID 618231DechloroclotrimazoleYield 82.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of pyridine (15 ml), triphenyl phosphite (1.55 g, 5 mmole), imidazole (0.68 g, 10 mmole) and triphenylmethanol (2.08 g, 8 mmole) was refluxed for 3 hours. The reaction mixture was treated in the same manner as in Example 11 to give 2.05 g of 1-triphenylmethylimidazole as colorless needles. Yield, 82.7%. M.P., 218°-221° C.

Workup

  1. temperaturewas refluxed for 3 hours
  2. additionThe reaction mixture was treated in the same manner as in Example 11

Sources & evidence

ORD record
ord-4b96f5c019ad47828eefbf6c0445312a
Source dataset
uspto-grants-1980_08
Patent number
US04216333

Reaction notes

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