Isoamyl Nitrite → HCID 18987045, compound

HRID 2396418Notes

Reaction equation

HRID 2396418 reaction equation
N[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1.N([O:14][CH2:15][CH2:16][CH:17]([CH3:19])C)=O>O1C=CC=C1>[O:14]1[CH:15]=[CH:16][CH:17]=[C:19]1[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 7379202-Methyl-1,3-benzoxazol-5-amine

Product 1

HCID 18987045HCID 18987045, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 8029FuranSolvent

Conditions

Temperature
30 °C

Procedure

5-Amino-2-methylbenzoxazole (7.0 g, 0.05 mole), isopentyl nitrite (20 mL), and furan (230 mL) were combined and heated with stirring at 30° C. in a roundbottom flask equipped with a condenser. After heating for 48 hrs, the reaction mixture was removed from the heat, washed with water, and then evaporated to an oil. Distillation afforded the product (4.0 g, 43% yield), bp 130°-140° C. (0.6 mm). Recrystallization from isopropyl alcohol (14 mL) afforded 3.0 g (32% yield), mp 60° C.

Workup

  1. temperatureheated
  2. customequipped with a condenser
  3. temperatureAfter heating for 48 hrs
  4. customthe reaction mixture was removed from the heat
  5. washwashed with water
  6. customevaporated to an oil
  7. distillationDistillation

Sources & evidence

ORD record
ord-7842f390e772478298a78cbd260dd1f6
Source dataset
uspto-grants-1996_02
Patent number
US05492802

Reaction notes

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