Trityl chloride → HCID 178519864, compound

HRID 1155677Notes

Reaction equation

HRID 1155677 reaction equation
[NH:1]1[CH:5]=[C:4]([CH:6]=[O:7])[N:3]=[CH:2]1.[C:8](Cl)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(N(CC)CC)C>CN(C=O)C.C1C=CC=CC=1>[C:8]([C:2]1[NH:1][CH:5]=[C:4]([CH:6]=[O:7])[N:3]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 764281H-Imidazole-4-carbaldehyde

Product 1

HCID 178519864HCID 178519864, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6228DimethylformamideSolvent2×

Procedure

Imidazole 4-carboxaldehyde, 96 mg (1 mmole), is treated with 278.5 mg (1 mmole) of trityl chloride in 25 ml of DMF containing 139 μl of triethylamine (1 mmole) overnight. The DMF is pumped off in vacuo and the residue, taken up in benzene, is washed with dilute aqueous NaHCO3 three times, then brine, then dried with K2CO3, filtered and evaporated to afford compound 3·I.

Workup

  1. washis washed with dilute aqueous NaHCO3 three times
  2. dry with materialbrine, then dried with K2CO3
  3. filtrationfiltered
  4. customevaporated
  5. customto afford compound 3·I

Sources & evidence

ORD record
ord-603749d1ffae4581b4d92fed99ff8901
Source dataset
uspto-grants-1982_06
Patent number
US04332813

Reaction notes

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