3-Bromo-4-fluorobenzaldehyde → HCID 18187179, compound

HRID 1386054Notes

Reaction equation

HRID 1386054 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.[NH2:11][C:12]1[CH2:16][CH2:15][C:14](=[O:17])[CH:13]=1.[S:18]1(=O)(=O)[CH2:24][CH2:23][CH2:22][CH2:21][C:20](=O)[CH2:19]1>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:19]3[S:18][CH2:24][CH2:23][CH2:22][CH2:21][C:20]=3[NH:11][C:12]3[CH2:16][CH2:15][C:14](=[O:17])[C:13]2=3)[CH:7]=[CH:8][C:9]=1[F:10]

Participants

5

Reactant 3

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 122914403-Aminocyclopent-2-en-1-oneHCID 15620167THIEPAN-3-ONE 1,1-DIOXIDE

Product 1

HCID 18187179HCID 18187179, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-bromo-4-fluorobenzaldehyde (639 mg, 3.14 mmol), 3-amino-2-cyclopenten-1-one (305 mg, 3.14 mmol) and thiacycloheptan-3-one 1,1-dioxide (510 mg, 3.14 mmol) in ethyl alcohol (10 mL) was heated to 80° C. in a sealed tube for 3 days, cooled, the solid precipitate collected, washed with ethyl alcohol and dried to provide 700 mg of the title compound as a white solid.

Workup

  1. temperaturecooled
  2. customthe solid precipitate collected
  3. washwashed with ethyl alcohol
  4. customdried

Sources & evidence

ORD record
ord-944e43941a7643718654ffceeea5f291
Source dataset
uspto-grants-2001_07
Patent number
US06265417B1

Reaction notes

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