Acetic Acid → HCID 13503522, compound

HRID 485211Notes

Reaction equation

HRID 485211 reaction equation
[CH:1]12[C:10](=[O:11])[O:9][C:7](=O)[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[C:12]1([NH:18][C:19](=[O:32])[CH:20]([O:23][C:24]2[CH:29]=[C:28]([NH2:30])[CH:27]=[CH:26][C:25]=2[Cl:31])[CH2:21][CH3:22])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(O)(=O)C>O>[Cl:31][C:25]1[CH:26]=[CH:27][C:28]([N:30]2[C:10](=[O:11])[C:1]3[CH2:6][CH2:5][CH2:4][CH2:3][C:2]=3[C:7]2=[O:9])=[CH:29][C:24]=1[O:23][CH:20]([C:19](=[O:32])[NH:18][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 85689Hexahydrophthalic anhydrideHCID 20269772HCID 20269772, compound

Product 1

HCID 13503522HCID 13503522, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.52 g. of cyclohexane-1,2-dicarboxylic anhydride, 3.05 g. of N-phenyl-α-(5-amino-2-chlorophenoxy)butyramide (melting point of 78° to 80° C.) and 10 ml. of acetic acid was refluxed with stirring for 2 hours and the reaction mixture was cooled to room temperature and water was added to obtain a crude crystal. The product was recrystallized from a mixture of ethyl acetate and n-hexane to obtain 3.86 g. of Compound No. 294 shown in Table 1.

Workup

  1. additionA mixture of 1.52 g
  2. customto obtain a crude crystal
  3. customThe product was recrystallized from a mixture of ethyl acetate and n-hexane
  4. customto obtain 3.86 g

Sources & evidence

ORD record
ord-617c887bd3c84c3aa992416954546d90
Source dataset
uspto-grants-1985_08
Patent number
US04536209

Reaction notes

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