2-Chlorobenzohydrazide → HCID 47162145, compound

HRID 660840

Reaction equation

HRID 660840 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH2:7])=[O:5].[CH:12]1([N:15]=[C:16]=[O:17])[CH2:14][CH2:13]1>O1CCCC1>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH:7][C:16]([NH:15][CH:12]1[CH2:14][CH2:13]1)=[O:17])=[O:5]

Participants

4

Reactant 2

HCID 798832-ChlorobenzohydrazideHCID 637659Isocyanatocyclopropane

Product 1

HCID 47162145HCID 47162145, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
50 °C

Procedure

Under an argon atmosphere, 10.0 g (58.6 mmol) of 2-chlorobenzoic acid hydrazide is placed in 50 ml tetrahydrofuran. 4.87 g (58.6 mmol) of cyclopropyl isocyanate, dissolved in 50 ml tetrahydrofuran, are added dropwise at 50° C., and the mixture further stirred overnight at 50° C. The resulting precipitate is filtered off after cooling to room temperature and then washed with diethyl ether. 13.9 g (93% of theory) of the target compound are thus obtained.

Workup

  1. additionare added dropwise at 50° C.
  2. filtrationThe resulting precipitate is filtered off
  3. temperatureafter cooling to room temperature
  4. washwashed with diethyl ether
  5. custom13.9 g (93% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-2abfb9def3f1460995c7ed7b2112b05b
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Linked notes

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