Ammonia → 6-Methyl-2,4-bis(trichloromethyl)-2H,4H-1,3-benzodioxine-8-carboxamide

HRID 224398Notes

Reaction equation

HRID 224398 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:20](Cl)=[O:21])[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.[NH3:23]>C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([C:20]([NH2:23])=[O:21])[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

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23332933HCID 23332933, compound

Product 1

HCID 233329536-Methyl-2,4-bis(trichloromethyl)-2H,4H-1,3-benzodioxine-8-carboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-methyl-2,4-bis(trichloromethyl)benzo[1,3]dioxin-8-carbonyl chloride (2.0 g.) concentrated ammonia (10 ml.) and ethanol (10 ml.) was heated under reflux for 2 hours. A complete solution was not obtained, but the reaction mixture was cooled and filtered, and the solid product was washed with ethanol and dried, to give 6-methyl-2,4-bis(trichloromethyl)benzo[1,3]dioxin-8-carboxamide, m.p. 281°-283° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customA complete solution was not obtained
  4. temperaturethe reaction mixture was cooled
  5. filtrationfiltered
  6. washthe solid product was washed with ethanol
  7. customdried

Sources & evidence

ORD record
ord-3aa084ed5b0d4ba6b5995158fc5546a6
Source dataset
uspto-grants-1980_11
Patent number
US04232032

Reaction notes

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