N-bromobutanimide → HCID 22612209, compound
Reaction equation
[Cl:1][C:2]1[CH:6]=[C:5]([Cl:7])[S:4][C:3]=1[CH3:8].C1C(=O)N([Br:16])C(=O)C1>C(Cl)(Cl)(Cl)Cl.CCCCCC.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:16][CH2:8][C:3]1[S:4][C:5]([Cl:7])=[CH:6][C:2]=1[Cl:1]Participants
6
Conditions
- Temperature
- 0 °C
Procedure
A solution of 3,5-Dichloro-2-methyl-thiophene (1.3 grams, 7.8 mmole), NBS (1.4 grams, 7.8 mmole) and benzoyl peroxide (0.065 g) in carbon tetrachloride (40 ml) was refluxed for 18 hours. The mixture was cooled to 0° C., diluted with 40 ml hexane and filtered. The filtrate was concentrated to an oil which was purified via flash chromatography on silica using hexane as eluent to give an oil (1.06 g). MW 245.95; MS (m/e) 246 (M++1).
Workup
- filtrationfiltered
- concentrationThe filtrate was concentrated to an oil which
- customwas purified via flash chromatography on silica
Sources & evidence
- ORD record
- ord-bbdb5362085947d6a1a13b12be82f353
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06380218B1
Reaction notes
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