Potassium Carbonate → HCID 2959231, compound

HRID 636682Notes

Reaction equation

HRID 636682 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.F[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N+:20]([O-:22])=[O:21].C(=O)([O-])[O-].[K+].[K+]>O>[N+:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1)([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 403022-Amino-4-phenylthiazoleHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 2959231HCID 2959231, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 2-amino-4-phenylthiazole (12.5 g, 80.9 mmol), 1-fluoro-2-nitrobenzene (12.5 g, 89.0 mmol), potassium carbonate (13.4 g, 97.1 mmol) was stirred at 150° C. for 24 h. Water (100 ml) was added and the mixture was extracted twice with 1,2-dichloroethane (50 ml). The crude extract was purified by chromatography on silica gel using toluene as eluent. The product was isolated as the free base. Yield 7.95 g, 33%. M.p.114-116° C.

Workup

  1. extractionthe mixture was extracted twice with 1,2-dichloroethane (50 ml)
  2. extractionThe crude extract
  3. customwas purified by chromatography on silica gel
  4. customThe product was isolated as the free base

Sources & evidence

ORD record
ord-d5b4e8354dc94416a5317b931def2791
Source dataset
uspto-grants-2001_02
Patent number
US06194447B1

Reaction notes

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