Hydrazinecarboxylic acid, ethyl ester → HCID 14248291, compound

HRID 2263283Notes

Reaction equation

HRID 2263283 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[NH:2][NH2:3].[O:8]=[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[N:10]1[CH2:19][CH:20]=O>C1(C)C=CC=CC=1>[O:8]=[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11](=[O:18])[N:10]1[CH2:19]/[CH:20]=[N:3]/[NH:2][C:1]([O:5][CH2:6][CH3:7])=[O:4]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 76201Phthalylglycine aldehyde

Product 1

HCID 14248291HCID 14248291, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
75 °C

Procedure

A solution of ethyl carbazate (435 mg, 4.18 mmol) in toluene (6 ml) was slowly added dropwise to a solution of (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetaldehyde (719 mg, 3.80 mmol) in toluene (12 ml), and the mixture was stirred at 75° C. for 3 hours. Crystals were collected by filtration and washed with diethyl ether to give 612 mg (58.5% (2 steps)) of the desired product as a solid.

Workup

  1. filtrationCrystals were collected by filtration
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-862c8297c781412c87800f0de8ba0143
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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