Butyl nitrite → HCID 53662505, compound

HRID 580824Notes

Reaction equation

HRID 580824 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[N:9]=[C:10](N)[S:11][C:12]=2[C:13]2[C:14]([Cl:19])=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.C(ON=O)CCC>O1CCCC1>[Cl:1][C:2]1[C:7]([C:8]2[N:9]=[CH:10][S:11][C:12]=2[C:13]2[C:14]([Cl:19])=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 10996Butyl nitrite2×HCID 54180584HCID 54180584, compound

Product 1

HCID 53662505HCID 53662505, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4, 5-di-(2-chloropyridin-3-yl)-2-aminothiazole (0.060 g) in tetrahydrofuran (5 mL) was added butylnitrite (0.060 g). The mixture was heated under reflux for 3 hours. Further butylnitrite was added, and heating was continued for 2 hours. The solvent was evaporated, and the residue was fractionated by chromatography over silica gel to give 4, 5-di-(2-chloropyridin-3-yl)thiazole (0.035 g) as a solid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperatureheating
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-0750ced0c99c46c28b159ed6a8c1be74
Source dataset
uspto-grants-1999_07
Patent number
US05919779

Reaction notes

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