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

HRID 23446

Reaction equation

HRID 23446 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-d3ef2a74458c4b448cd736d864cc3c8b
Source dataset
uspto-grants-2005_02
Patent number
US06852711B2

Linked notes

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