N-bromobutanimide → HCID 18399512, compound

HRID 1019056Notes

Reaction equation

HRID 1019056 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH:3]=1.[Br:18]N1C(=O)CCC1=O>>[Br:18][CH2:1][C:2]1[S:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 18399507HCID 18399507, compound

Product 1

HCID 18399512HCID 18399512, compound

Procedure

A solution of methyl 1-[5-methyl-3-(4-fluorophenyl)-thien-2-yl]methanoate (12.9 g; 0.05 mol), N-bromosuccinimide (11.02 g; 0.0619 mol) and 2-2′-azobisisobutyronitrile (0.339 g; 2.06 mmol) in Cl4 (300 ml) was reflux under argon atmosphere for 90 minutes under UV irradiation. After filtration of the precipitate, the filtrate was evaporated to dryness to give methyl 1-[5-bromomethyl-3-(4-fluorophenyl)-thien-2-yl]methanoate as a solid which was used in the next step without purification.

Workup

  1. filtrationAfter filtration of the precipitate
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-3a874bfe98ed4d08ae408990dca809b3
Source dataset
uspto-grants-2002_11
Patent number
US06486156B1

Reaction notes

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