Diethylamine → MLS003115719

HRID 1730034Notes

Reaction equation

HRID 1730034 reaction equation
C(O[C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[N:7]=1)=[O:5])C.[CH2:21]([NH:23][CH2:24][CH3:25])[CH3:22]>>[CH2:21]([N:23]([CH2:24][CH3:25])[C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[N:7]=1)=[O:5])[CH3:22]

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 53762490HCID 53762490, compound

Product 1

HCID 326292MLS003115719

Procedure

5-Ethoxycarbonyl-3-α-naphthyl-1,2,4-oxadiazole (30.9 g.) was heated under reflux in an excess of diethylamine (35.6g.) for 1.5 hr. The mixture was cooled and evaporated under reduced pressure to give a solid which was recrystallised from methanol yielding title compound (29.3 g.), m.p. 101.5°-102.5°, λmax. (EtOH) 302 nm. (ε 9,700), νmax. (CHBr3) 1662 cm.-1 (CONEt2).

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated under reduced pressure
  3. customto give a solid which
  4. customwas recrystallised from methanol yielding title compound (29.3 g.), m.p. 101.5°-102.5°, λmax

Sources & evidence

ORD record
ord-b26934a6b2ee403ea1c3ce70522ba405
Source dataset
uspto-grants-1976_11
Patent number
US03991067

Reaction notes

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