Trityl chloride → 4-Iodo-1-(triphenylmethyl)-1H-pyrazole

HRID 1859518Notes

Reaction equation

HRID 1859518 reaction equation
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[C:7]1([C:13](Cl)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>CN(C=O)C>[C:13]([N:4]1[CH:3]=[C:2]([I:1])[CH:6]=[N:5]1)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 770224-Iodopyrazole

Product 1

HCID 153244794-Iodo-1-(triphenylmethyl)-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared by combining 4-iodopyrazole (10 g, 52 mmol), triphenylmethyl chloride (14.4 g, 51.6 mmol), triethylamine (NEt3) (7.2 mL, 52 mmol), and DMF (80 mL). After stirring overnight, the mixture was poured onto ice water. The precipitated solid was collected and recrystallized to give the title compound as a solid, mp 193-194° C.

Workup

  1. customThe title compound was prepared
  2. additionthe mixture was poured onto ice water
  3. customThe precipitated solid was collected
  4. customrecrystallized

Sources & evidence

ORD record
ord-741dea39f16140c18763e6370f730982
Source dataset
uspto-grants-2003_03
Patent number
US06528510B1

Reaction notes

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