Dimethylamine → HCID 13906335, compound

HRID 986217Notes

Reaction equation

HRID 986217 reaction equation
[NH2:1][C:2]1[O:3][C:4]([C:7](=O)[C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)=[CH:5][N:6]=1.[CH3:17][NH:18][CH3:19]>C(O)(C)(C)C>[Cl:15][C:10]1[CH:9]=[C:8]([C:7]2[C:4]([OH:3])=[CH:5][N:6]=[C:2]([N:18]([CH3:19])[CH3:17])[N:1]=2)[CH:13]=[CH:12][C:11]=1[Cl:14]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13906327HCID 13906327, compound

Product 1

HCID 13906335HCID 13906335, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

2-Amino-5-(3', 4'-dichlorobenzoyl)oxazole (2 g, 7.8 mmol) was combined with aqueous dimethylamine (100 ml) in t-butyl alcohol and stirred at room temperature for 4 hours. The solvents were removed in vacuum and the residue was chromatographed on silica gel with hexane and ethylacetate (3:1) as the eluent to yield 1.5 g of the title compound as a crystalline solid, m.p. 188°-189° C.

Workup

  1. customThe solvents were removed in vacuum
  2. customthe residue was chromatographed on silica gel with hexane and ethylacetate (3:1) as the eluent

Sources & evidence

ORD record
ord-89f74f1544844488a7b827f973dab7c2
Source dataset
uspto-grants-1987_12
Patent number
US04711888

Reaction notes

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