Phenylhydrazine → HCID 86737315, compound

HRID 224396Notes

Reaction equation

HRID 224396 reaction equation
[Cl:1][C:2]([Cl:20])([Cl:19])[CH:3]1[O:8][CH:7]([C:9]([Cl:12])([Cl:11])[Cl:10])[C:6]2[CH:13]=[C:14]([CH:17]=O)[CH:15]=[CH:16][C:5]=2[O:4]1.[C:21]1([NH:27][NH2:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)(Cl)Cl>[C:21]1([NH:27][N:28]=[CH:17][C:14]2[CH:15]=[CH:16][C:5]3[O:4][CH:3]([C:2]([Cl:1])([Cl:20])[Cl:19])[O:8][CH:7]([C:9]([Cl:11])([Cl:12])[Cl:10])[C:6]=3[CH:13]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 233329222,4-Bis(trichloromethyl)-2H,4H-1,3-benzodioxine-6-carbaldehyde

Product 1

HCID 86737315HCID 86737315, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2,4-bis(trichloromethyl)benzo[1,3]dioxin-6-carboxaldehyde (1.0 g.) and phenylhydrazine (0.27 g.) in chloroform (35 ml.) was heated under gentle reflux for 1 hour. The resulting solution was cooled and evaporated to dryness under reduced pressure, and the residue was crystallised from ethanol to give 6-phenylhydrazonomethyl-2,4-bis(trichloromethyl)benzo[1,3]dioxin, m.p. 203°-204° C.

Workup

  1. temperaturewas heated
  2. temperatureunder gentle reflux for 1 hour
  3. temperatureThe resulting solution was cooled
  4. customevaporated to dryness under reduced pressure
  5. customthe residue was crystallised from ethanol

Sources & evidence

ORD record
ord-f5c714d07a2b41efabf93cd8a3870e8f
Source dataset
uspto-grants-1980_11
Patent number
US04232032

Reaction notes

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