o-Anisohydrazide → N-cyclopropyl-2-(2-methoxybenzoyl)-hydrazinecarboxamide

HRID 660841Notes

Reaction equation

HRID 660841 reaction equation
[CH:1]1([N:4]=[C:5]=[O:6])[CH2:3][CH2:2]1.[CH3:7][O:8][C:9]1[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=1[C:11]([NH:13][NH2:14])=[O:12]>C1COCC1>[CH:1]1([NH:4][C:5]([NH:14][NH:13][C:11](=[O:12])[C:10]2[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=2[O:8][CH3:7])=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24051o-AnisohydrazideHCID 637659Isocyanatocyclopropane

Product 1

HCID 47420312N-cyclopropyl-2-(2-methoxybenzoyl)-hydrazinecarboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

250 mg (3.01 mmol) of cyclopropyl isocyanate, dissolved in 3 ml THF, are added dropwise to 500 mg (3.01 mmol) of 2-methoxybenzoic acid hydrazide, dissolved in 7 ml THF, and the mixture stirred overnight at room temperature. The resulting precipitate is filtered off, washed with diethyl ether and dried in vacuo. 709 mg (94% of theory) of the target compound are thus obtained.

Workup

  1. filtrationThe resulting precipitate is filtered off
  2. washwashed with diethyl ether
  3. customdried in vacuo
  4. custom709 mg (94% of theory) of the target compound are thus obtained

Sources & evidence

ORD record
ord-d9ad31ea3884469a9d9f0c0f818bb790
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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