Morpholine → HCID 12781929, compound

HRID 918074Notes

Reaction equation

HRID 918074 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]3[S:13][CH:14]=[CH:15][C:16]=3[CH2:17]Br)=[N:9][C:8]=2[CH:19]=1)([O-:3])=[O:2].[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>C1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]3[S:13][CH:14]=[CH:15][C:16]=3[CH2:17][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[N:9][C:8]=2[CH:19]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 12781926HCID 12781926, compound

Product 1

HCID 12781929HCID 12781929, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 5 -nitro-2-(3-bromomethyl-2-thienyl)benzoxazole (5.0 g, 0.0147 mole) and morpholine (2.6 g, 0.03 mole) in 200 ml of benzene is refluxed for 24 hours. The precipitated morpholine hydrobromide is removed by filtration and the benzene evaporated under vacuum yielding 4.0 g of solid. Crystallization from ethanol yields 3.4 g of product, melting point 143°-145°C.

Workup

  1. temperatureis refluxed for 24 hours
  2. customThe precipitated morpholine hydrobromide is removed by filtration
  3. customthe benzene evaporated under vacuum

Sources & evidence

ORD record
ord-be88d6334d444cb5823b70ede6367c41
Source dataset
uspto-grants-1976_07
Patent number
US03969351

Reaction notes

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