1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 22915156, compound

HRID 1377562Notes

Reaction equation

HRID 1377562 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]([C:11]2[S:12][CH:13]=[CH:14][N:15]=2)(O)[CH3:9])=[C:5]([CH3:7])[N:6]=1.C1(P([N:30]=[N+:31]=[N-:32])(C2C=CC=CC=2)=O)C=CC=CC=1.N12CCCN=C1CCCCC2>C1C=CC=CC=1.C(OCC)(=O)C.O>[N:30]([C:8]([C:4]1[S:3][C:2]([CH3:1])=[N:6][C:5]=1[CH3:7])([C:11]1[S:12][CH:13]=[CH:14][N:15]=1)[CH3:9])=[N+:31]=[N-:32]

Participants

7

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azideHCID 22106673HCID 22106673, compound

Product 1

HCID 22915156HCID 22915156, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-(2,4-Dimethyl-5-thiazolyl)-1-(2-thiazolyl)ethanol (200 mg) was suspended in benzene (2 ml ) at room temperature. Diphenylphosphoryl azide (212 μl) was added, followed by 1,8-diazabicyclo[5,4,0]undec-7-ene (152 μl). The mixture was stirred at ambient temperature for 72 hours and was then diluted with ethyl acetate and water. Work-up in the usual fashion including flash chromatography then gave the title compound.

Sources & evidence

ORD record
ord-be033f268b6c43b4b02134bb089b7996
Source dataset
uspto-grants-1997_09
Patent number
US05665747

Reaction notes

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