Isoamyl Nitrite → HCID 86298254, compound

HRID 1796984Notes

Reaction equation

HRID 1796984 reaction equation
[N:1](OCCC(C)C)=O.[NH2:9][C:10]1[C:11]([NH:21][C@@H:22]2[CH2:26][C@H:25]([OH:27])[CH:24]=[CH:23]2)=[N:12][C:13]([S:17][CH2:18][CH2:19][CH3:20])=[N:14][C:15]=1[Cl:16]>C(#N)C>[Cl:16][C:15]1[C:10]2[N:9]=[N:1][N:21]([C@@H:22]3[CH2:26][C@H:25]([OH:27])[CH:24]=[CH:23]3)[C:11]=2[N:12]=[C:13]([S:17][CH2:18][CH2:19][CH3:20])[N:14]=1

Participants

4

Reactant 2

HCID 8053Isoamyl NitriteHCID 86757046HCID 86757046, compound

Product 1

HCID 86298254HCID 86298254, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

Isoamyl nitrite (1.08 ml) was added to a solution of the product of step b) (2.20 g) in acetonitrile (100 ml) and the solution heated at 70° C. for 1 hour. The cooled reaction mixture was concentrated in vacuo and the residue purified by chromatography (SiO2, ethyl acetate:isohexane 1:2 as eluant) to afford the subtitle compound (1.79 g).

Workup

  1. customThe cooled reaction mixture
  2. concentrationwas concentrated in vacuo
  3. customthe residue purified by chromatography (SiO2, ethyl acetate:isohexane 1:2 as eluant)

Sources & evidence

ORD record
ord-f329e9345eee470c891fd9c965a7e3f7
Source dataset
uspto-grants-2006_04
Patent number
US07034032B2

Reaction notes

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