1,1'-Carbonyldiimidazole → HCID 178424332, compound

HRID 1643338Notes

Reaction equation

HRID 1643338 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[N:33][NH2:34])[C:10]1[C:15]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][C:13]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:12]([Br:32])[CH:11]=1.[C:35](N1C=CN=C1)(N1C=CN=C1)=[O:36]>C1COCC1>[CH2:17]([O:16][C:15]1[CH:14]=[C:13]([O:24][CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:12]([Br:32])=[CH:11][C:10]=1[C:9]1[N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[C:35]([OH:36])=[N:34][N:33]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 178424368HCID 178424368, compound

Product 1

HCID 178424332HCID 178424332, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.7 A solution of 30.98 g of N-(2-methylphenyl)-3-bromo-4,6-dibenzyloxybenzamide hydrazone in 200 ml of THF is slowly added at 45-50° to a solution of 11.67 g of 1,1′-carbonyldiimidazole in 1 l of THF. The mixture is stirred at room temperature for 30 minutes, the solvent is removed, and the residue is subjected to conventional work-up, giving 26 g of 5-(2,4-dibenzyloxy-5-bromophenyl)-4-(2-methylphenyl)-3-hydroxy-4H-1,2,4-triazole, Rf 2.25.

Workup

  1. customthe solvent is removed

Sources & evidence

ORD record
ord-9b17a861a27d45a5b4921e9b3188d208
Source dataset
uspto-grants-2012_02
Patent number
US08119795B2

Reaction notes

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