2,6-Dimethylbenzoyl chloride → HCID 19389207, compound
Reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[C:6]([OH:7])[C:5]=1[OH:14])([O-:3])=[O:2].[CH3:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:17]=1[C:18](Cl)=[O:19]>>[CH3:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:17]=1[C:18]([O:7][C:6]1[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]=1[OH:14])=[O:19]Participants
3
Conditions
- Temperature
- 100 °C
Procedure
A mixture containing 2.0 g of 3,5-dinitrocatechol in 5 ml of 2,6-dimethylbenzoylchloride was heated for 20 hours in 100° C. The excess 2,6-dimethylbenzoylchloride was removed in high vacuum. The residue was purified in silicagel column. Yield 1.5 g (45%), yellow viscous oil, which was crystallized from petroleum ether, m.p. 163°-165° C.
Workup
- customThe excess 2,6-dimethylbenzoylchloride was removed in high vacuum
- customThe residue was purified in silicagel column
- customYield 1.5 g (45%), yellow viscous oil, which was crystallized from petroleum ether, m.p. 163°-165° C.
Sources & evidence
- ORD record
- ord-09779b93b3ed468baa7f5f852cf32d38
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05112861
Reaction notes
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