HCID 178473666, compound → HCID 135464263, compound

HRID 1493024Notes

Reaction equation

HRID 1493024 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([C:22](=[NH:30])[NH:23][O:24][C:25](OCC)=[O:26])[CH:8]=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:10]=1[O:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH3:17])([CH3:4])[CH3:3]>C1(C)C=CC=CC=1>[CH3:4][C:2]([C:5]1[CH:6]=[C:7]([C:22]2[NH:30][C:25](=[O:26])[O:24][N:23]=2)[CH:8]=[C:9]([C:18]([CH3:19])([CH3:20])[CH3:21])[C:10]=1[O:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH3:17])([CH3:1])[CH3:3]

Participants

3

Reactant 1

HCID 178473666HCID 178473666, compound

Product 1

HCID 135464263HCID 135464263, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 5.0 g (0.012 mole) of 3,5-bis(1,1-dimethylethyl)-N-[(ethoxycarbonyl)oxy]-4-[(2-methoxyethoxy)methoxy]benzenecarboximidamide in toluene (150 ml) is stirred at 120°-130° C. for 18 hours. The toluene is evaporated (vacuum) and the residual oil solidifies upon standing. The solid is recrystallized from ethyl acetate and hexane giving 3.1 g (70%) of analytically pure 3-[3,5-bis(1,1-dimethylethyl)-4-[(2-methoxyethoxy)methoxy]phenyl]-1,2,4-oxadiazol-5(4H)-one, mp 112°-114° C.

Workup

  1. customThe toluene is evaporated (vacuum)
  2. customThe solid is recrystallized from ethyl acetate and hexane giving 3.1 g (70%) of analytically pure 3-[3,5-bis(1,1-dimethylethyl)-4-[(2-methoxyethoxy)methoxy]phenyl]-1,2,4-oxadiazol-5(4H)-one, mp 112°-114° C.

Sources & evidence

ORD record
ord-bb1afbec647f4cda947985cf9aeb44ce
Source dataset
uspto-grants-1994_12
Patent number
US05376670

Reaction notes

Loading…