Acetohydrazide → HCID 178475143, compound

HRID 893913Notes

Reaction equation

HRID 893913 reaction equation
[C:1]([NH:4][NH2:5])(=[O:3])[CH3:2].[Cl:6][C:7]([Cl:13])([Cl:12])[C:8](=[NH:11])OC>C1(C)C=CC=CC=1>[Cl:6][C:7]([Cl:13])([Cl:12])[C:8]([NH:5][NH:4][C:1](=[O:3])[CH3:2])=[NH:11]

Participants

4

Reactant 2

HCID 14039AcetohydrazideHCID 100479Methyl 2,2,2-trichloroacetimidate

Product 1

HCID 178475143HCID 178475143, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 5.0 g (0.07 mole) acetylhydrazine and 20 ml (28.5 g, 0.16 mole) methyl 2,2,2-trichloroacetimidate was stirred 16 hours at room temperature. The resulting solid was recrystallized from toluene to yield 7.3 g. Addition of petroleum ether to the filtrate gave another 1.5 g. The total yield was 8.8 g (59%; mp 130°-132° C.). An analytical sample (mp 131°-132° C.) was prepared by recrystallization from toluene. The structure was confirmed via infrared and elemental analysis.

Workup

  1. customThe resulting solid was recrystallized from toluene
  2. customto yield 7.3 g
  3. customgave another 1.5 g

Sources & evidence

ORD record
ord-9f777935d00f4ff48561bd3e703dd0f5
Source dataset
uspto-grants-1981_08
Patent number
US04282169

Reaction notes

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