Diethyl squarate → HCID 89526285, compound

HRID 1528190Notes

Reaction equation

HRID 1528190 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8](=[O:11])[NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:12]([O:14][C:15]1[C:16](=O)[C:17](=[O:22])[C:18]=1[O:19]CC)[CH3:13]>C(O)C>[CH2:12]([O:14][C:15]1[C:18](=[O:19])[C:17](=[O:22])[C:16]=1[NH:1][C:2]1[C:10]2[O:9][C:8](=[O:11])[NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH3:13]

Participants

4

Reactant 2

HCID 123228Diethyl squarateHCID 111478147-Amino-2(3H)-benzoxazolone

Product 1

HCID 89526285HCID 89526285, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of 0.247 g of 7-amino-3H-benzooxazol-2-one (1.6 mmol, 1 eq) and 0.36 ml of 3,4-diethoxycyclobut-3-ene-1,2-dione (2.5 mmol, 1.5 eq) in 9 ml of ethanol was stirred at ambient temperature for 2 days (formation of a precipitate). Ethanol was added in order to promote the fall of the precipitate, which was filtered off, washed with diethyl ether and dried under vacuum at 45° C. 0.35 g of product was obtained in the form of a light khaki solid. Yield=78%.

Workup

  1. filtrationwas filtered off
  2. washwashed with diethyl ether
  3. customdried under vacuum at 45° C

Sources & evidence

ORD record
ord-45de20ac85b040c88a22535430aa1417
Source dataset
uspto-grants-2015_07
Patent number
US09090596B2

Reaction notes

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