2-Methoxyethanol → HCID 13520786, compound

HRID 1248953Notes

Reaction equation

HRID 1248953 reaction equation
N12CCCN=C1CCCCC2.Cl[C:13]1[C:22](=[O:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15](=[O:24])[C:14]=1[NH:25][C:26](=[O:29])[CH2:27][CH3:28].[CH3:30][O:31][CH2:32][CH2:33][OH:34]>>[C:26]([NH:25][C:14]1[C:15](=[O:24])[C:16]2[C:21]([C:22](=[O:23])[C:13]=1[O:34][CH2:33][CH2:32][O:31][CH3:30])=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:29])[CH2:27][CH3:28]

Participants

4

Reactant 3

HCID 80192-Methoxyethanol2×HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 276684HCID 276684, compound

Product 1

HCID 13520786HCID 13520786, compound

Conditions

Temperature
0 °C

Procedure

15.2 g (0.1 mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene in 50 ml of ethylene glycol monomethyl ether are added to a suspension of 26.35 g (0.1 mol) of 3-chloro-2-propionylamino-1,4-naphthoquinone in 100 ml of ethylene glycol monomethyl ether, and the mixture is stored at room temperature overnight. After cooling to 0° C., the mixture is filtered and the precipitate is thoroughly washed with cold methanol. Yield: 19.3 g (64% of theory), melting point 116°-17° C.

Workup

  1. filtrationthe mixture is filtered
  2. washthe precipitate is thoroughly washed with cold methanol

Sources & evidence

ORD record
ord-cc228928e58447ee947c6235d44c80d7
Source dataset
uspto-grants-1986_12
Patent number
US04628062

Reaction notes

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