O-Xylene → HCID 68539136, compound

HRID 746595Notes

Reaction equation

HRID 746595 reaction equation
C1(C)C(C)=CC=CC=1.[CH2:9]([O:11][C:12](=[O:24])[C:13]([N:21]=[N+]=[N-])=[CH:14][C:15]1[N:16]=[C:17]([Br:20])[S:18][CH:19]=1)[CH3:10]>C(Cl)Cl>[CH2:9]([O:11][C:12]([C:13]1[CH2:14][C:15]2[N:16]=[C:17]([Br:20])[S:18][C:19]=2[N:21]=1)=[O:24])[CH3:10]

Participants

4

Reactant 2

HCID 7237O-XyleneHCID 59747991HCID 59747991, compound

Product 1

HCID 68539136HCID 68539136, compoundYield 25.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add dropwise to hot xylene (130° C., 4 ml) a solution of 2-azido-3-(2-bromo-4-thiazolyl)propenoic acid ethyl ester (60 mg, 0.2 mmol) in DCM (1 ml). Heat the mixture for one hour, then cool to room temperature, deposit the mixture on a pad of silica gel and elute with heptane:DCM (50%-100%) to provide the title compound (14 mg).

Workup

  1. temperatureHeat the mixture for one hour
  2. washdeposit the mixture on a pad of silica gel and elute with heptane

Sources & evidence

ORD record
ord-18d93cce560c489f8099345ad8541af9
Source dataset
uspto-grants-2008_07
Patent number
US07393867B2

Reaction notes

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