Diethylene Glycol Monomethyl Ether → HCID 19987123, compound

HRID 973918Notes

Reaction equation

HRID 973918 reaction equation
C([NH:4][C:5]1[CH:12]=[C:11](Cl)[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:6]=1[C:7]#[N:8])(=O)C.[CH3:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][OH:24].[OH-].[K+]>O>[NH2:4][C:5]1[CH:12]=[C:11]([O:24][CH2:23][CH2:22][O:21][CH2:20][CH2:19][O:18][CH3:17])[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:6]=1[C:7]#[N:8]

Participants

5

Reactant 3

HCID 8134Diethylene Glycol Monomethyl EtherHCID 14797Potassium HydroxideHCID 19987116HCID 19987116, compound

Product 1

HCID 19987123HCID 19987123, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

20 g of 2-acetylamino-4-chloro-5-nitrobenzonitrile obtained in Step (4) above was mixed with 110 ml of diethyleneglycol monomethyl ether, 11.4 g of potassium hydroxide was added thereto, and the mixture was reacted at 80° C. for 4 hours. After the completion of the reaction, the reaction mixture was cooled, then 250 ml of water was added thereto with stirring. The crystals thus-deposited were collected by filtration, washed with a mixture of water and methanol (1:1) and dried. Yield: 14.5 g (53.7%). Melting point: 106° to 108° C.

Workup

  1. additionwas added
  2. customthe mixture was reacted at 80° C. for 4 hours
  3. customAfter the completion of the reaction
  4. temperaturethe reaction mixture was cooled
  5. filtrationThe crystals thus-deposited were collected by filtration
  6. washwashed with a mixture of water and methanol (1:1)
  7. customdried

Sources & evidence

ORD record
ord-c74ee21fd9f443cba221790f765894c6
Source dataset
uspto-grants-1991_11
Patent number
US05066577

Reaction notes

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