Acetic Anhydride → 3-(6-Bromo-naphthalen-2-yl)-5-methyl-[1,2,4]oxadiazole

HRID 1697267Notes

Reaction equation

HRID 1697267 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[Br:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]([NH:21]O)=[NH:20])[CH:13]=[CH:12]2>CC1C=C(C)C=C(C)N=1>[Br:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([C:19]1[N:20]=[C:5]([CH3:6])[O:7][N:21]=1)[CH:13]=[CH:12]2

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178513225HCID 178513225, compound

Product 1

HCID 595340753-(6-Bromo-naphthalen-2-yl)-5-methyl-[1,2,4]oxadiazole

Reagents, catalysts & solvents 1

HCID 79532,4,6-TrimethylpyridineSolvent

Procedure

6.11 ml acetic anhydride are added to 4.40 g 6-bromo-N-hydroxy-naphthalene-2-carboxamidine in 30 ml 2,4,6-trimethylpyridine. The reaction mixture is stirred for one hour at ambient temperature and then heated to 130° C. for four hours. After the reaction has ended the mixture is evaporated down in vacuo and the flask residue is stirred with ethyl acetate and petroleum ether, suction filtered and dried.

Workup

  1. temperatureheated to 130° C. for four hours
  2. customis evaporated down in vacuo
  3. stirringthe flask residue is stirred with ethyl acetate and petroleum ether, suction
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-5ce417c6628c48d1804740330ea7b28a
Source dataset
uspto-grants-2012_04
Patent number
US08163911B2

Reaction notes

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