Isoamyl Nitrite → HCID 68641844, compound

HRID 1498940Notes

Reaction equation

HRID 1498940 reaction equation
N[C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])=[N:4][S:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].N(OCCC(C)C)=O>O1CCCC1>[Cl:19][C:13]1[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=1[C:3]1[CH:2]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[S:5][N:4]=1

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 65640837HCID 65640837, compound

Product 1

HCID 68641844HCID 68641844, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 4-amino-3-(2,4-dichlorophenyl)isothiazole-5-carboxylate (3.17 g, 10.0 mmol) prepared in the Step 27-1-3 was dissolved in tetrahydrofuran (50 ml), and isoamyl nitrite (3.20 g) was added thereto. The mixture was heated and stirred for one hour. The solvent was distilled off, and the resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:3) to give the title compound (2.26 g, 75%).

Workup

  1. temperatureThe mixture was heated
  2. distillationThe solvent was distilled off
  3. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:3)

Sources & evidence

ORD record
ord-9ffd7f7cf5094f63bf5116d7d9775095
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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