3-Amino-4-methoxybenzoic acid → 3-[3-(2,4-Dichlorobenzoyl)ureido]-4-methoxybenzoic acid

HRID 1792744

Reaktionsgleichung

Reaktionsgleichung von HRID 1792744
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].[Cl:13][C:14]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:15]=1[C:16]([N:18]=[C:19]=[O:20])=[O:17]>C(#N)C>[Cl:13][C:14]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:15]=1[C:16]([NH:18][C:19](=[O:20])[NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6])=[O:17]

Komponenten

4

Edukt 2

HCID 178233-Amino-4-methoxybenzoic acidHCID 116298872,4-Dichlorobenzoyl isocyanate

Produkt 1

HCID 98862873-[3-(2,4-Dichlorobenzoyl)ureido]-4-methoxybenzoic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

20 g (120 mmol) of 3-amino-4-methoxybenzoic acid were made to react with 36 g (168 mmol) of 2,4-dichlorobenzoyl isocyanate from step a in 400 ml of acetonitrile and left to react therewith at reflux for 2 hours. After the mixture has cooled down to room temperature, the precipitate is filtered off with suction, washed twice with in each case 20 ml of acetonitrile, sucked dry and dried under high vacuum. 44 g (96%) of the desired product are obtained.

Aufarbeitung

  1. waitleft
  2. customto react
  3. temperatureat reflux for 2 hours
  4. filtrationthe precipitate is filtered off with suction
  5. washwashed twice with in each case 20 ml of acetonitrile
  6. customsucked dry
  7. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a4215c2a13f74ffca2c62378fa5f5a43
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07078404B2

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