Potassium Carbonate → HCID 18422189, compound

HRID 1281753Notes

Reaction equation

HRID 1281753 reaction equation
[NH2:1][C:2]1[S:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12].F[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N+:23]([O-:25])=[O:24].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N+:23]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[NH:1][C:2]1[S:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])([O-:25])=[O:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzeneHCID 699464Ethyl 2-amino-1-benzothiophene-3-carboxylate

Product 1

HCID 18422189HCID 18422189, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Ethyl 2-aminobenzo[b]thiophene-3-carboxylate (5 g) and 2-fluoro-nitrobenzene (2 ml) were dissolved in N,N-dimethylformamide (150 ml) and heated to 60° C. Thereto was added potassium carbonate (8 g) and the mixture was stirred at 100° C. for 18 hr. After cooling, the reaction mixture was poured into ice water, and the precipitated crystals were collected by filtration. The crystals were washed with water and diisopropyl ether and dried at 60° C. to give ethyl 2-(2-nitroanilino)-benzo[b]thiophene-3-carboxylate (5.7 g).

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated crystals were collected by filtration
  3. washThe crystals were washed with water and diisopropyl ether
  4. customdried at 60° C.

Sources & evidence

ORD record
ord-9ec7313f6dc54d2191798c48de90e653
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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