Ethyl isocyanate → HCID 15230790, compound

HRID 275540Notes

Reaction equation

HRID 275540 reaction equation
[CH2:1]([N:3]=[C:4]=[O:5])[CH3:2].[CH3:6][C:7]([C:10]1[CH:15]=[C:14]([CH:16]([NH:23][OH:24])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:13]=[C:12]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:11]=1[OH:29])([CH3:9])[CH3:8]>C1(C)C=CC=CC=1>[CH3:26][C:25]([C:12]1[CH:13]=[C:14]([CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:23]([OH:24])[C:4]([NH:3][CH2:1][CH3:2])=[O:5])[CH:15]=[C:10]([C:7]([CH3:6])([CH3:8])[CH3:9])[C:11]=1[OH:29])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 9883871HCID 9883871, compound

Product 1

HCID 15230790HCID 15230790, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl isocyanate (0.404 g, 0.0057 mole) is added to a solution of 1.64 g (0.005 mole) of 2,6-bis(1,1-dimethylethyl)-4-[(hydroxyamino) phenylmethyl]phenol in 50 mL toluene. After stirring at room temperature for 30 minutes the reaction mixture is concentrated to half its volume (rotary evaporator) and diluted with n-hexane. The solid is filtered off, washed with n-hexane, and recrystallized from Et2O-cyclohexane to give white crystals, 1.35 g (68%), m.p. 158°-159.5° C.

Workup

  1. concentrationis concentrated to half its volume (rotary evaporator)
  2. additiondiluted with n-hexane
  3. filtrationThe solid is filtered off
  4. washwashed with n-hexane
  5. customrecrystallized from Et2O-cyclohexane
  6. customto give white crystals, 1.35 g (68%), m.p. 158°-159.5° C.

Sources & evidence

ORD record
ord-dcdc52a51a804546a55da7dae665fec6
Source dataset
uspto-grants-1995_02
Patent number
US05393923

Reaction notes

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