Nitrogen → HCID 86664917, compound

HRID 1189414Notes

Reaction equation

HRID 1189414 reaction equation
N#N.[C:3]([C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][CH:20]=1)[CH2:9][C:10]1[O:11][CH:12]=[C:13]([C:15](O)=[O:16])[N:14]=1)(=[O:5])[CH3:4].CN(C=O)C.C(Cl)(=O)C([Cl:29])=O>C1(C)C=CC=CC=1>[C:3]([C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][CH:20]=1)[CH2:9][C:10]1[O:11][CH:12]=[C:13]([C:15]([Cl:29])=[O:16])[N:14]=1)(=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 947NitrogenHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 67128770HCID 67128770, compound

Product 1

HCID 86664917HCID 86664917, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a suspension of 2-(3-acetyl-benzyl)-oxazole-4-carboxylic acid (314 mg, 1.28 mmol) in toluene (12.8 mL) was treated with a drop of DMF followed by oxalyl chloride (0.14 mL, 1.54 mmol) and the resulting yellow solution was stirred at rt for 1 h. The solvent was then removed under reduced pressure (coevaporation with toluene) to give 2-(3-acetyl-benzyl)-oxazole-4-carbonyl chloride.

Workup

  1. customThe solvent was then removed under reduced pressure (coevaporation with toluene)

Sources & evidence

ORD record
ord-b7f752030bbd40fb97db39c92ef408c9
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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