Hydrazine hydrate (1:1) → HCID 23332954, compound

HRID 224404Notes

Reaction equation

HRID 224404 reaction equation
[Cl:1][C:2]([Cl:23])([Cl:22])[CH:3]1[O:8][CH:7]([C:9](Cl)([Cl:11])[Cl:10])[C:6]2[CH:13]=[C:14]([C:17](OCC)=[O:18])[CH:15]=[CH:16][C:5]=2[O:4]1.O.[NH2:25][NH2:26]>C(O)C>[Cl:10][C:9]([Cl:11])=[C:7]1[C:6]2[CH:13]=[C:14]([C:17]([NH:25][NH2:26])=[O:18])[CH:15]=[CH:16][C:5]=2[O:4][CH:3]([C:2]([Cl:23])([Cl:22])[Cl:1])[O:8]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 23332965HCID 23332965, compound

Product 1

HCID 23332954HCID 23332954, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2,4-bis(trichloromethyl)benzo[1,3]dioxin-6-carboxylate (6.4 g.), 100% hydrazine hydrate (3 ml.) and ethanol (30 ml.) was warmed on the steam bath for 30 hours. The reaction mixture was cooled, and then evaporated to dryness under reduced pressure. The oily residue was triturated with petroleum ether (b.p. 60°-80° C.) and the solid product thus obtained was crystallised from ethanol, to give 4-dichloromethylene-2-trichloromethylbenzo[1,3]dioxin-6-carbohydrazide, m.p. 182°-183° C.

Workup

  1. temperaturewas warmed on the steam bath for 30 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated to dryness under reduced pressure
  4. customThe oily residue was triturated with petroleum ether (b.p. 60°-80° C.)
  5. customthe solid product thus obtained
  6. customwas crystallised from ethanol

Sources & evidence

ORD record
ord-4583f278911a4bb1873c82e43ddf6246
Source dataset
uspto-grants-1980_11
Patent number
US04232032

Reaction notes

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