Ethyl isocyanate → HCID 13864336, compound

HRID 1648241Notes

Reaction equation

HRID 1648241 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=[O:7])=[CH:4][CH:3]=1.C1COCC1.[CH2:17]([N:19]=[C:20]=[O:21])[CH3:18]>CCOCC>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH:9][C:20]([NH:19][CH2:17][CH3:18])=[O:21])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8028TetrahydrofuranHCID 108164-Chlorobenzohydrazide

Product 1

HCID 13864336HCID 13864336, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stirred suspension of 4-chlorobenzoic acid, hydrazide (17.1 g, 1.00×10-1 mole), and THF (425 ml) was warmed until homogeneous, at which time ethyl isocyanate (8.7 ml, 1.1×10-1 mole) was added via syringe. A precipitate soon formed. After stirring overnight the reaction was diluted with Et2O and the precipitate was collected by filtration affording a colorless powder: 23.7 g (98%). Crystallization from ethanol gave a colorless solid: 21.4 g (88%), Mp 237°-239° C.

Workup

  1. additionwas added via syringe
  2. customA precipitate soon formed
  3. filtrationthe precipitate was collected by filtration
  4. customaffording a colorless powder
  5. customCrystallization from ethanol
  6. customgave a colorless solid

Sources & evidence

ORD record
ord-f21b022b250f4a67bdf4a6c2651846a0
Source dataset
uspto-grants-1995_07
Patent number
US05436252

Reaction notes

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