Acetyl chloride → HCID 23332928, compound

HRID 224392Notes

Reaction equation

HRID 224392 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][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:20](Cl)(=[O:22])[CH3:21].[C:24](OC(=O)C)(=[O:26])[CH3:25]>>[C:20]([N:1]([C:24](=[O:26])[CH3:25])[C:2]1[CH:3]=[CH:4][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:22])[CH3:21]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 44090764H-1,3-Benzodioxin-6-amine, 2,4-bis(trichloromethyl)-

Product 1

HCID 23332928HCID 23332928, compound

Procedure

A mixture of 6-amino-2,4-bis(trichloromethyl)benzo[1,3]dioxin (1.0 g.), acetyl chloride (1 ml.) and acetic anhydride (25 ml.) was warmed on a steam bath for 5 hours. The reaction mixture was cooled and evaporated to dryness under reduced pressure. Trituration of the oily residue with aqueous ethanol gave a solid product, which was crystallised from ethanol to give 6-diacetylamino-2,4-bis(trichloromethyl)benzo[1,3]dioxin, m.p. 147°-148° C.

Workup

  1. temperaturewas warmed on a steam bath for 5 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated to dryness under reduced pressure
  4. customTrituration of the oily residue with aqueous ethanol gave a solid product, which
  5. customwas crystallised from ethanol

Sources & evidence

ORD record
ord-643a0a5f1fc849d6b9cbf3b781cf8983
Source dataset
uspto-grants-1980_11
Patent number
US04232032

Reaction notes

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