Acetyl chloride → HCID 23332945, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH2:20])[C:5]2[O:10][CH:9]([C:11]([Cl:14])([Cl:13])[Cl:12])[O:8][CH:7]([C:15]([Cl:18])([Cl:17])[Cl:16])[C:6]=2[CH:19]=1.C(O[C:25](=[O:27])[CH3:26])(=O)C.[C:28](Cl)(=[O:30])[CH3:29]>>[C:28]([N:1]([C:25](=[O:27])[CH3:26])[C:2]1[CH:3]=[C:4]([N:20]([C:9](=[O:10])[CH3:11])[C:7](=[O:8])[CH3:6])[C:5]2[O:10][CH:9]([C:11]([Cl:12])([Cl:13])[Cl:14])[O:8][CH:7]([C:15]([Cl:18])([Cl:17])[Cl:16])[C:6]=2[CH:19]=1)(=[O:30])[CH3:29]Participants
4
Procedure
A mixture of 6,8-diamino-2,4-bis(trichloromethyl)benzo[1,3]dioxin (1 g.), acetic anhydride (25 ml.) and acetyl chloride (2 ml.) was heated on the steam bath for 10 hours. After cooling, the reaction mixture was evaporated to dryness under reduced pressure, and the residue was triturated with aqueous ethanol. The solid product thus obtained was crystallised from ethanol to give 6,8-bis(diacetylamino)-2,4-bis(trichloromethyl)benzo[1,3]dioxin, m.p. 182°-183° C.
Workup
- temperaturewas heated on the steam bath for 10 hours
- temperatureAfter cooling
- customthe reaction mixture was evaporated to dryness under reduced pressure
- customthe residue was triturated with aqueous ethanol
- customThe solid product thus obtained
- customwas crystallised from ethanol
Sources & evidence
- ORD record
- ord-b0f3511aaaef4f9ca20e9f197493c9e0
- Source dataset
- uspto-grants-1980_11
- Patent number
- US04232032
Reaction notes
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