Isoamyl Nitrite → 137066-34-3

HRID 2081927Notes

Reaction equation

HRID 2081927 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11].[F:12][C:13]([F:19])([F:18])[S:14]([OH:17])(=[O:16])=[O:15].[N:20](OCCC(C)C)=O>CO>[O-:17][S:14]([C:13]([F:19])([F:18])[F:12])(=[O:16])=[O:15].[OH:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[N+:1]#[N:20]

Participants

5

Reactant 3

HCID 8053Isoamyl NitriteHCID 62406Trifluoromethanesulfonic acidHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 86744952137066-34-3

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To an ice cooled solution containing 5 parts of 2-amino-5-nitrophenol and 9.6 parts of trifluoromethane sulfonic acid in 150 parts of methanol was slowly added 3.9 parts of isoamyl nitrite to complete diazotization. The solution was filtered and the filtrate was poured into 700 parts of ethyl ether. The precipitate was collected, washed with ether and dried under vacuum to give 4.5 parts of product with purity >95%.

Workup

  1. filtrationThe solution was filtered
  2. additionthe filtrate was poured into 700 parts of ethyl ether
  3. customThe precipitate was collected
  4. washwashed with ether
  5. customdried under vacuum
  6. customto give 4.5 parts of product with purity >95%

Sources & evidence

ORD record
ord-79b644a726fa4c86914f330be39449f8
Source dataset
uspto-grants-1993_02
Patent number
US05186865

Reaction notes

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