Isophthalic Acid → Isophthalamic acid

HRID 2358195노트

반응식

HRID 2358195 반응식
[C:1]([OH:12])(=O)[C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[CH:3]=1.C(N1C=CN=C1)([N:15]1C=CN=C1)=O.C([N-]C(C)C)(C)C>C1COCC1.CN(C=O)C>[C:1]([NH2:15])(=[O:12])[C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[CH:3]=1

참가 물질

5

반응물 3

HCID 8496Isophthalic AcidHCID 682631,1'-CarbonyldiimidazoleHCID 5062348Diisopropylamide

생성물 1

HCID 3014284Isophthalamic acid수율 80%

시약·촉매·용매 1

HCID 21974620tetrahydrofuran N,N-dimethylformamide용매

반응 조건

온도
20 °C

실험 절차

These compounds are preferably prepared as set forth as follows. An ester, preferably the monomethyl ester of isophthalic acid or methyl 5-methyl-1,3-isophthalate is dissolved in a THF/DMF mixture. 1,1′-Carbonyldiimidazole is added at 20-25 degrees C. The diisopropyl amide is added. After 3-24 hr of stirring at 20 degrees C. to the reflux temperature of the solvent, the reaction mixture is partitioned between saturated aqueous ammonium chloride and a water immiscible organic solvent such as ethyl acetate. The aqueous layer is separated and extracted twice more with the organic solvent (ethyl acetate). The solvent removed and the residue thus obtained is basified to yield the isophthalic amide (IIa) in 80% yield.

후처리

  1. customThese compounds are preferably prepared
  2. customto the reflux temperature of the solvent, the reaction mixture is partitioned between saturated aqueous ammonium chloride
  3. customThe aqueous layer is separated
  4. extractionextracted twice more with the organic solvent (ethyl acetate)
  5. customThe solvent removed
  6. customthe residue thus obtained

출처 및 근거

ORD 기록
ord-b2ced16664ef4edd9a90b3e2111a7773
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07763646B2

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