Toluene → HCID 21463293, compound

HRID 259750Notes

Reaction equation

HRID 259750 reaction equation
[C:1]([CH2:3][N:4]([CH3:24])[C:5](=[O:23])[C:6]1[CH:11]=[C:10]([CH3:12])[C:9]([CH3:13])=[CH:8][C:7]=1[C:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21])#[N:2].C1(C)C=CC=CC=1.C1CCN2C(=NCCC2)CC1>C(OCC)(=O)C>[C:1]([C:3]1[N:4]([CH3:24])[C:5](=[O:23])[C:6]2[C:7]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21])=[CH:8][C:9]([CH3:13])=[C:10]([CH3:12])[CH:11]=2)#[N:2]

Participants

5

Reactant 3

HCID 1140TolueneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 21463279HCID 21463279, compound

Product 1

HCID 21463293HCID 21463293, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of the compound obtained in Step 1(9.1 g), toluene(200 ml), and 1,8-diazabicyclo[5.4.0)-7-undecene(8 ml) was stirred under refrux for 7 hours. Ethyl acetate was added to the mixture, which was washed successively with water, dil.HCl, aq. NaCHO3, and water, and dried(MgSO4). The solvent was evaporated to provide the title compound as colorless crystals(6.3 g).

Workup

  1. washwas washed successively with water
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-56b8ddc4ccb544c9bab17288dfdda95f
Source dataset
uspto-grants-1996_06
Patent number
US05523305

Reaction notes

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