3-Chlorobenzohydrazide → HCID 47131865, compound

HRID 660839

Reaction equation

HRID 660839 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([NH:7][NH2:8])=[O:6].[CH:12]1([N:15]=[C:16]=[O:17])[CH2:14][CH2:13]1>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([NH:7][NH:8][C:16]([NH:15][CH:12]1[CH2:14][CH2:13]1)=[O:17])=[O:6]

Participants

4

Reactant 2

HCID 742893-ChlorobenzohydrazideHCID 637659Isocyanatocyclopropane

Product 1

HCID 47131865HCID 47131865, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Under an argon atmosphere, 430 mg (2.52 mmol) of 3-chlorobenzoic acid hydrazide are placed in 6 ml tetrahydrofuran. 209 mg (2.52 mmol) of cyclopropyl isocyanate, dissolved in 2 ml tetrahydrofuran is added dropwise and further stirred overnight at room temperature. It is concentrated and purified by stirring the residue with diethyl ether, filtration, further washing with diethyl ether and drying in vacuo. 514 mg (80% of theory) of the target compound are thus obtained.

Workup

  1. additionis added dropwise and further stirred overnight at room temperature
  2. concentrationIt is concentrated
  3. custompurified
  4. filtrationwith diethyl ether, filtration
  5. washfurther washing with diethyl ether
  6. customdrying in vacuo
  7. custom514 mg (80% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-c617a670b8b54eb2adcb26308e061f78
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Linked notes

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